RESEARCH
PUBLICATIONS, PATENTS, AND BOOK CHAPTERS
Eric
N. Jacobsen
1.
Wenke, G.; Jacobsen, E. N.; Totten, G. E.;
Karydas, A. C.; Rhodes, Y. E. “Silyl Ketene Acetal Chemistry: Steric
Limitations in Lewis Acid-Promoted Addition of Ketones,” Synth. Commun. 1983, 13, 449.
2.
Jacobsen, E. N.; Bergman, R. G. “Synthesis,
Crystal and Molecular Structure, and Reactions of the Bridging
Vinylidenedicobalt Complex (µ-CCH2)(CpCoCO)2. Reaction with Molybdenum Hydrides to Give a
Heteronuclear Cluster Complex,” Organometallics
1984, 3, 329.
3.
Jacobsen, E. N.; Totten, G. E.; Wenke, G.;
Karydas, A. C.; Rhodes, Y. E. “Steric Effects on the Titanium
Tetrachloride-Promoted Dimerization of Silyl Ketene Acetals,” Synth. Commun. 1985, 15, 301.
4.
Jacobsen, E. N.; Bergman, R. G. “Synthesis and
Chemistry of a Bridging Vinylidenedicobalt Complex. Evidence for a Non-Chain Radical Mechanism in
its Reaction with Metal Hydrides to Give Heteronuclear Clusters,” J. Am. Chem. Soc. 1985, 107, 2023.
5.
Jacobsen, E. N.; Trost, M. K.; Bergman, R. G. “Synthesis
of Organometallic Heterodinuclear µ-Oxo
Complexes by Extrusion of Alkenes from Zirconium/Tungsten Oxaalkyl Complexes,” J. Am. Chem. Soc. 1986, 108, 8092.
6.
Jacobsen, E. N.; Markó, I. E.; Mungall, W. S.;
Schröder, G. W.; Sharpless, K. B. “Asymmetric Dihydroxylation via Ligand-Accelerated Catalysis,” J. Am. Chem. Soc. 1988, 110, 1968.
7.
Jacobsen, E. N.; Goldberg, K. I.; Bergman, R. G.
“Rapid, Reversible Intramolecular C-H Oxidative Addition and H-Exchange in a
Heterodinuclear 'Early-Late' Transition Metal Complex,” J. Am. Chem. Soc. 1988, 110, 3706.
8.
Jacobsen, E. N.; Markó, I. E.; France, M. B.;
Svendsen, J. S.; Sharpless, K. B. “Kinetic Role of Alkaloid Ligands in
Asymmetric Catalytic Dihydroxylation,” J.
Am. Chem. Soc. 1989, 111, 737.
9.
Wai, J. S. M.; Markó, I. E.; Svendsen, J. S.;
Finn, M. G.; Jacobsen, E. N.; Sharpless, K. B. “A Mechanistic Insight Leads to
a Greatly Improved Osmium-Catalyzed Asymmetric Dihydroxylation Process,” J. Am. Chem. Soc. 1989, 111, 1123.
10.
Svendsen, J. S.; Markó, I. E.; Jacobsen, E. N.;
Pulla Rao, Ch.; Bott, S.; Sharpless, K. B. “On the Structure of Osmium
Tetroxide-Cinchona Alkaloid Complexes,” J.
Org. Chem. 1989, 54, 2263.
11.
Zhang, W.; Loebach, J. L.; Wilson, S. R.;
Jacobsen, E. N. “Enantioselective Epoxidation of Unfunctionalized Olefins
Catalyzed by (salen)Manganese Complexes,” J.
Am. Chem. Soc. 1990, 112, 2801–2803.
12.
Zhang, W.; Jacobsen, E. N. “Preparation of trans-1,2-Diamino-1,2-Dimethylcyclohexane
via Highly Stereoselective Olefin Oxidation by Dinitrogen Tetroxide,” Tetrahedron Lett. 1991, 32, 1711–1714.
13.
Zhang, W.; Jacobsen, E. N. “Asymmetric
Epoxidation with Sodium Hypochlorite Catalyzed by Readily Available Chiral
Mn(III) Salen Complexes,” J. Org. Chem. 1991, 56, 2296–2298.
14.
Jacobsen, E. N.; Zhang, W.; Muci, A. R.; Ecker,
J. R.; Deng, L. “Highly Enantioselective Epoxidation Catalysts Derived from
1,2-Diaminocyclohexane,” J. Am. Chem.
Soc. 1991, 113, 7063–7064.
15.
Fu, H.; Look, G. C.; Zhang, W.; Jacobsen, E. N.;
Wong, C.-H. “Mechanistic Study of a Synthetically Useful Mono-oxygenase Model
Using Hypersensitive Probes cis and trans-2-phenyl-1-Vinylcyclopropane,” J. Org. Chem. 1991, 56, 6497–6500.
16.
Jacobsen, E. N.; Güler, M. L.; Zhang, W.
“Electronic Tuning of Asymmetric Catalysts,” J. Am. Chem. Soc. 1991, 113, 6703–6704.
17.
Jacobsen, E. N. “Asymmetric Synthesis,” in 1992 Yearbook of Science & Technology,
McGraw-Hill, Inc., New York; 1991, p. 34.
18.
Lee, N. H.; Muci, A. R.; Jacobsen, E. N.
“Enantiomerically Pure Epoxychromans via Asymmetric Catalysis,” Tetrahedron Lett. 1991, 32, 5055–5058.
19.
Lee, N. H.; Jacobsen, E. N. “Enantioselective
Epoxidation of Conjugated Dienes and Enynes.
Trans-Epoxides from Cis-Olefins,” Tetrahedron
Lett. 1991, 32, 6533–6536.
20.
Deng, L.; Jacobsen, E. N. “A Practical, Highly Enantioselective
Synthesis of the Taxol Side Chain via Asymmetric Catalysis,” J. Org. Chem. 1992, 57, 4320–4323.
21.
Pospisil, P. J.; Jacobsen, E. N. “A Substoichiometric Pyridine•Lithium Enolate
Complex: Solution and X-Ray Data, and Implications to Catalysis in the Aldol
Reaction,” J. Am. Chem. Soc. 1992, 114, 7585–7587.
22.
Palucki, M.; Hanson, P.; Jacobsen, E. N. “Asymmetric Oxidation of Sulfides with H2O2
Catalyzed by (salen)Mn(III) Complexes,” Tetrahedron
Lett. 1992, 33, 7111–7114.
23.
Baudry, M.; Etienne, S.; Bruce, A.; Palucki, M.;
Jacobsen, E.; Malfroy, B. “Salen-Manganese Complexes are Superoxide Dismutate
Mimics,” Biochem. Biophys. Res. Commun.
1993, 192, 964–968.
24.
Li,
Z.; Conser, K. R.; Jacobsen, E. N. “Asymmetric
Alkene Aziridination with Readily Available Chiral Diimine-Based Catalysts,” J. Am. Chem. Soc. 1993, 115, 5326–5327.
25.
Allain, E. A.; Hager, L. P.; Deng, L.; Jacobsen,
E. N. “Highly Enantioselective Epoxidation of Disubstituted Alkenes with
Hydrogen Peroxide Catalyzed by Chloroperoxidase,” J. Am. Chem. Soc. 1993, 115, 4415–4416.
26.
Heinze, K. F.; Allen, J. L.; Jacobsen, E. N.
“Encouraging Tomorrow's Chemists: University Outreach Program Bringing Hands-On
Experiments to Local Students,” J. Chem.
Educ. 1995, 72, 167–169.
27.
Jacobsen, E. N. “Asymmetric Catalytic
Epoxidation of Unfunctionalized Olefins,” in Catalytic Asymmetric Synthesis, Ojima, I., Ed.; VCH: New York, 1993; Chapter
4.2.
28.
Fields, L. B.; Jacobsen, E. N. “Synthesis and
Characterization of Chiral Bimetallic Complexes Bearing Hard and Soft Lewis
Acidic Sites,” Tetrahedron: Asymmetry
1993, 4, 2229–2240.
29.
Chang, S.; Lee, N. H.; Jacobsen, E. N. “Regio-
and Enantioselective Epoxidation of Conjugated Polyenes. Formal Synthesis of LTA4 Methyl
Ester,” J. Org. Chem. 1993, 58, 6939–6941.
30.
Zhang, W.; Lee, N. H.; Jacobsen, E. N. “Non-Stereospecific
Mechanisms in Asymmetric Addition to Alkenes Result in Enantiodifferentiation
after the First Irreversible Step,” J.
Am. Chem. Soc. 1994, 116, 425–426.
31.
Jacobsen, E. N.; Deng, L.; Furukawa, Y.;
Martínez, L. E. “Enantioselective Catalytic Epoxidation of Cinnamate Esters,” Tetrahedron 1994,
50, 4323–4334.
32.
Chang, S.; Heid, R. M.; Jacobsen, E. N.
“Enantioselective Epoxidation of Cyclic 1,3-Dienes Catalyzed by a Sterically
and Electronically Optimized (Salen)Mn Complex,” Tetrahedron Lett. 1994, 35, 669–672.
33.
Larrow, J. F.; Jacobsen, E. N.; Gao, Y.; Hong,
Y.; Nie, X.; Zepp, C. M. “A Practical Process for the Large-Scale Preparation
of (R,R)-N,N’-Bis(3,5-Di-tert-butylsalicylidene)-1,2-Cyclohexanediaminomanganese
(III) Chloride, a Highly Enantioselective Epoxidation Catalyst,” J. Org. Chem. 1994, 59, 1939–1940.
34.
Chang, S.; Galvin, J. M.; Jacobsen, E. N.
“Effect of Chiral Quaternary Ammonium Salts on (salen)Mn-Catalyzed Epoxidation
of cis-Olefins. A Highly
Enantioselective, Catalytic Route to Trans Epoxides,” J. Am. Chem. Soc. 1994, 116, 6937–6938.
35.
Brandes, B. D.; Jacobsen, E. N. “Highly
Enantioselective, Catalytic Epoxidation of Trisubstituted Olefins,” J. Org. Chem. 1994, 59, 4378–4380.
36.
Palucki, M.; Pospisil, P. J.; Zhang, W.;
Jacobsen, E. N. “Highly Enantioselective, Low Temperature Epoxidation of
Terminal Olefins,” J. Am. Chem. Soc. 1994, 116, 9333–9334.
37.
Larrow, J. F.; Jacobsen, E. N. “Kinetic
Resolution of 1,2-Dihydronaphthalene Oxide and Related Epoxides via Asymmetric
C–H Hydroxylation,” J. Am. Chem. Soc.
1994, 116, 12129–12130.
38.
Jacobsen, E. N.; Finney, N. S. “Synthetic and
Biological Catalysts for Chemical Synthesis: How to Assess Practical Utility,” Chem.
Biol. 1994, 1, 85–90.
39.
Hansen, K. H.; Finney, N. S.; Jacobsen, E. N.
“Carbenoid Transfer to Imines: A New Asymmetric Catalytic Synthesis of
Aziridines,” Angew. Chem. Int. Ed. Engl.
1995, 34, 676–678.
40.
Jacobsen, E. N.; Galvin, J. M. “Sodium
Hypochlorite,” in Encyclopedia of
Reagents for Organic Synthesis, Volume 7, Paquette, L.A., Ed.; Wiley: New
York, 1995, pp. 4580–4585.
41.
Jacobsen, E. N. “Sodium Hypochlorite-Chiral
Manganese (III) Salen Complexes,” in Encyclopedia
of Reagents for Organic Synthesis, Volume 7, Paquette, L.A., Ed.; Wiley:
New York, 1995, pp. 4585–4586.
42.
Martínez, L. E.; Leighton, J. L.; Carsten, D.
H.; Jacobsen, E. N. “Highly Enantioselective Ring Opening of Epoxides Catalyzed
by Chiral (salen)Cr(III) Complexes,” J.
Am. Chem. Soc. 1995, 117, 5897–5898.
43.
Li, Z.; Quan, R. W.; Jacobsen, E. N.
“Mechanistic Study of the (diimine)Cu-Catalyzed Asymmetric Azridination of
Alkenes. Nitrene Transfer via
Ligand-Accelerated Catalysis,” J. Am.
Chem. Soc. 1995, 117, 5889–5890.
44.
Jacobsen, E. N. “Transition Metal Catalyzed
Oxidations: Asymmetric Epoxidation ,” in Comprehensive
Organometallic Chemistry II, Vol. 12, Wilkinson, G.; Stone, F. G. A.; Abel,
E. W.; Hegedus, L. S., Eds.; Pergamon: New York; 1995, pp. 1097–1135.
45.
Jacobsen, E. N. “Fundamental and Applied Studies
in Asymmetric Oxidation Catalysis,” in Stereoselective
Reactions of Metal-Activated Molecules, Werner, H. and Sundmeyer, J., Eds.;
Vieweg: New York; 1995, pp. 17–26.
46.
Brandes, B. D.; Jacobsen, E. N.
“Enantioselective Catalytic Epoxidation of Tetrasubstituted Olefins,” Tetrahedron
Lett. 1995, 36, 5123–5126.
47.
Palucki, M.; McCormick, G. J.; Jacobsen, E. N.
“Low Temperature Asymmetric Epoxidation of Unfunctionalized Olefins Catalyzed
by (salen)Mn(III) Complexes,” Tetrahedron
Lett. 1995, 36, 5457–5460.
48.
Vander Velde, S. L.; Jacobsen, E. N. “Kinetic
Resolution of Racemic Chromenes via Asymmetric Epoxidation; Synthesis of
(+)-Teretifolione B,” J. Org. Chem. 1995, 60, 5380–5381.
49.
Leighton, J.L.; Jacobsen, E.N. “Efficient
Synthesis of (R)-4-Trimethylsilyloxy-2- cyclopentenone by Enantioselective
Catalytic Epoxide Ring Opening,” J. Org.Chem.
1996, 61, 389–390.
50.
Larrow, J.F.; Schaus, S.E.; Jacobsen, E.N.
“Kinetic Resolution of Terminal Epoxides via Highly Regioselective and
Enantioselective Ring Opening with TMSN3. An Efficient, Catalytic
Route to 1,2-Aminoalcohols,” J. Am. Chem.
Soc. 1996, 118, 7420–7421.
51.
Pospisil, P.J.; Carsten, D.H.; Jacobsen, E.N.
“X-Ray Structural Studies of Highly Enantioselective Mn(salen) Epoxidation
Catalysts,” Chem. Eur. J. 1996, 2, 974–980.
52.
Quan, R.W.; Li, Z.; Jacobsen, E.N.
“Enantioselective Binding of Prochiral Olefins to a Chiral Catalyst via
Simultaneous Face-Face and Edge-Face Aromatic Interactions,” J. Am. Chem. Soc. 1996, 118, 8156–8157.
53.
Francis, M.B.; Finney, N.S.;
Jacobsen, E.N. “Combinatorial Approach to the Discovery of Novel Coordination
Compounds," J. Am. Chem. Soc. 1996, 118, 8983–8984.
54.
Martinez,
L.E.; Nugent, W.A.; Jacobsen, E.N. “Highly Efficient and Enantioselective
Synthesis of Carbocyclic Nucleoside Analogs Using Selective Early Transition
Metal Catalysis,” J. Org. Chem. 1996, 61, 7963–7966.
55.
Schaus, S.E.; Jacobsen, E.N. “Dynamic Kinetic
Resolution of Epichlorohydrin via Enantioselective Catalytic Ring Opening with
TMSN3. Practical Synthesis of Aryl Oxazolidinone Antibacterial
Agents,” Tetrahedron Lett. 1996, 37, 7939–7942.
56.
Hansen, K.B.; Leighton, J.L.; Jacobsen, E.N. “On
the Mechanism of Asymmetric Nucleophilic Ring-Opening of Epoxides Catalyzed by
(Salen)Cr(III) Complexes,” J. Am. Chem.
Soc. 1996, 118, 10924–10925.
57.
Jacobsen, E.N.; Kakiuchi, F.; Konsler, R.G.;
Larrow, J.F.; Tokunaga, M. “Enantioselective Catalytic Ring Opening of Epoxides
with Carboxylic Acids,” Tetrahedron Lett.
1997, 38, 773–776.
58.
Wu, M.H.; Jacobsen, E.N. “An Efficient Formal
Synthesis of Balanol via the Asymmetric Epoxide Ring Opening Reaction,” Tetrahedron Lett. 1997, 38, 1693–1696.
59.
Schaus, S.E.; Larrow, J.F.; Jacobsen, E.N.
“Practical Synthesis of Enantiopure Cyclic 1,2-Aminoalcohols via Catalytic
Asymmetric Ring Opening of Meso Epoxides,” J.
Org. Chem. 1997, 62, 4197–4199.
60.
Jacobsen, E.N.; Zhang, W.; Deng, L. “Chiral
Catalysts and Epoxidation Reactions Catalyzed Thereby,” U.S. Patent No. 5, 637,
739 issued 6/10/97.
61.
Jacobsen, E.N.; Zhang, W.; Deng, L. “Chiral
Catalysts and Epoxidation Reactions,” U.S. Patent No. 5, 663, 393 issued
9/2/97.
62.
Tokunaga, M.; Larrow, J.F.; Kakiuchi, F.;
Jacobsen, E.N. “Asymmetric Catalysis with Water: Efficient Kinetic Resolution
of Terminal Epoxides by Means of Catalytic Hydrolysis,” Science 1997, 277, 936–938.
63.
Finney,
N.S.; Pospisil, P.J.; Chang, S.;
Palucki, M.; Hansen, K.B.; Jacobsen, E.N. “On the Viability of Metallaoxetane
Intermediates in the (salen)Mn-Catalyzed Asymmetric Epoxidation Reaction,” Angew. Chem. Int. Ed. Engl. 1997, 36, 1720–1723.
64.
Jacobsen, E.N.; Martinez, L.E.; Leighton, J.L.
“Stereoselective Ring Opening Reactions,” U.S. Patent No. 5, 665, 890 issued
9/9/97.
65.
Brandes, B.D.; Jacobsen, E.N. “Synthesis of
Enantiopure 3-Chlorostyrene Oxide via an Asymmetric Epoxidation/Hydrolytic
Kinetic Resolution Sequence,” Tetrahedron:
Asymmetry 1997, 8, 3927–3933.
66.
Larrow, J.F.; Jacobsen, E.N. “(R,R)-N,N'-Bis(3,5-Di-tert-butylsalicylidene)-1,2-
Cyclohexanediaminomanganese (III) Chloride, a Highly Enantioselective
Epoxidation Catalyst,” Organic Synth.
1997, 75, 1–10.
67.
Schaus, S.E.; Brånalt, J.E.; Jacobsen, E.N.
“Asymmetric Hetero-Diels-Alder Reactions Catalyzed by Chiral
(salen)Chromium(III) Complexes,” J. Org.
Chem. 1998, 63, 403–405.
68.
Palucki, M.; Finney, N.S.; Pospisil, P.J.;
Güler, M.L.; Ishida, T.; Jacobsen, E.N. “The Mechanistic Basis for Electronic
Effects on Enantioselectivity in the (salen)Mn-Catalyzed Epoxidation Reaction,”
J. Am. Chem. Soc. 1998, 120, 948–954.
69.
Sigman, M.S.; Jacobsen, E.N. “Schiff Base
Catalysts for the Asymmetric Strecker Reaction Identified and Optimized from
Parallel Synthetic Libraries,” J. Am.
Chem. Soc. 1998, 120, 4901–4902.
70.
Sigman, M.S.; Jacobsen, E.N. “Enantioselective
Addition of Hydrogen Cyanide to Imines Catalyzed by a Chiral (salen)Al(III)
Complex,” J. Am. Chem. Soc. 1998, 120, 5315–5316.
71.
Francis, M.B.; Jamison, T.F.; Jacobsen, E.N.
“Combinatorial Libraries of Transition Metal Complexes, Catalysts, and
Materials,” Curr. Opinion Chem. Biol.
1998, 2, 422–428.
72.
Schaus, S.E.; Brånalt, J.E.; Jacobsen, E.N.
“Total Synthesis of Muconin by Efficient Assembly of Chiral Building Blocks,” J. Org. Chem. 1998, 63, 4876–4877.
73.
Wu, M.H.; Jacobsen, E.N. “Asymmetric Ring
Opening of Meso Epoxides with Thiols: Enantiomeric Enrichment Using a
Bifunctional Nucleophile,” J. Org. Chem.
1998, 63, 5252–5254.
74.
Annis, D.A.; Jacobsen, E.N. “Solid Phase
Synthesis of Cyclic RGD Peptide Derivatives via Asymmetric Catalysis:
Stereochemistry as a Diversity Element,” Angew.
Chem. Int. Ed. 1998, 37, 1907–1909.
75.
Furrow, M.E.; Schaus, S.E.; Jacobsen, E.N.
“Practical Access to Highly Enantioenriched
C-3 Building Blocks via Hydrolytic Kinetic Resolution,” J. Org. Chem. 1998, 63, 6776–6777.
76.
Konsler, R.G.; Karl, J.; Jacobsen, E.N.
“Cooperative Asymmetric Catalysis Using Dimeric Salen Complexes,” J. Am. Chem. Soc. 1998, 120, 10780–10781.
77.
Dakin, L. A.; Schaus, S.E.; Jacobsen, E.N.;
Panek, J.S., “Carbenoid Insertions into the Silicon-Hydrogen Bond Catalyzed by
Chiral Copper (I) Schiff Base Complexes,” Tetrahedron
Lett. 1998, 39, 8947–8950.
78.
Lebel, H.; Jacobsen, E.N. “Enantioselective
Total Synthesis of Taurospongin A,” J.
Org. Chem. 1998, 63, 9624–9625.
79.
Larrow, J.F.; Roberts, E.; Verhoeven, T.R.;
Ryan, K.M.; Senanayake, C.H.; Reider, P.J.; Jacobsen, E.N. “(1S,2R)-1-Aminoindan-2-ol,”
Organic Synth. 1998, 76, 46–56.
80.
Hinterding, K.; Jacobsen, E.N. “Regioselective
Carbomethoxylation of Chiral Epoxides: a New Route to Enantiomerically Pure b-Hydroxyesters,”
J. Org. Chem. 1999, 64, 2164–2165.
81.
Francis, M. B.; Jacobsen, E. N. “Discovery of
Novel Catalysts for Alkene Epoxidation Using Metal-Binding Combinatorial
Libraries,” Angew. Chem. Int. Ed. 1999, 38, 937–941.
82.
Annis, D. A.; Jacobsen, E. N. “Polymer-Supported
Chiral Co(Salen) Complexes: Synthetic Applications and Mechanistic
Investigations in the Hydrolytic Kinetic Resolution of Terminal Epoxides,” J. Am. Chem. Soc. 1999, 121, 4147–4154.
83.
Senanayake, C. H.; Jacobsen, E. N. “Chiral
(Salen)Mn(III) Complexes in Asymmetric Epoxidations: Practical Synthesis of cis-Aminoindanol and Its Application to
Enantiopure Drug Synthesis,” in Process
Chemistry in the Pharmaceutical Industry, Gadamasetti, K. G., Ed.; Dekker: New York, 1999, pp. 347–368.
84.
Ready, J. M.; Jacobsen, E. N. “Asymmetric
Catalytic Synthesis of a-Aryloxy
Alcohols: Kinetic Resolution of Terminal Epoxides via Highly Enantioselective
Ring Opening with Phenols,” J. Am. Chem.
Soc. 1999, 121, 6086–6087.
85.
Wu, M. H.; Hansen, K. B.; Jacobsen, E. N.
“Regio- and Enantioselective Cyclization of Epoxy Alcohols Catalyzed by a [CoIII(salen)] Complex,” Angew. Chem. Int. Ed. 1999, 38, 2012–2014.
86.
Jacobsen, E. N.; Martinez, L. E.; Leighton, J.
L. “Stereoselective Ring Opening Reactions,” U.S. Patent No. 5, 929, 232 issued
7/27/99.
87.
Dossetter, A. G.; Jamison, T. F.; Jacobsen, E.
N. “Highly Enantio- and Diastereoselective Hetero-Diels-Alder Reactions
Catalyzed by New Chiral Tridentate Chromium Catalysts,” Angew. Chem. Int. Ed. 1999, 38, 2398–2400.
88.
Lebel, H.; Jacobsen, E. N. “Chromium Catalyzed
Kinetic Resolution of 2,2-Disubstituted Epoxides,” Tetrahedron Lett. 1999, 40, 7303–7306.
89.
Myers, J. K.; Jacobsen, E. N. “Asymmetric
Synthesis of b-Amino Acid Derivatives
via Catalytic Conjugate Addition of Hydrazoic Acid to Unsaturated Imides,” J. Am. Chem. Soc. 1999, 121, 8959–8960.
90.
Jacobsen, E. N.; Wu, M. H. “Epoxidation of
Alkenes Other than Allylic Alcohols,” in Comprehensive
Asymmetric Catalysis, Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.;
Springer: New York; 1999, Chapter 18.2.
91.
Jacobsen, E. N.; Wu, M. H. “Ring Opening of
Epoxides and Related Reactions,” in Comprehensive
Asymmetric Catalysis, Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.;
Springer: New York;
1999, Chapter 35.
92.
Jacobsen, E. N. “Aziridination,” in Comprehensive Asymmetric Catalysis,
Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer: New York; 1999,
Chapter 17.
93.
Jacobsen, E. N. “Future Perspectives in
Asymmetric Catalysis,” in Comprehensive
Asymmetric Catalysis, Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.;
Springer: New York; 1999, Chapter 42.
94.
Peukert, S.; Jacobsen, E. N. “Enantioselective
Parallel Synthesis Using Polymer-Supported Chiral Co(Salen) Complexes,” Org. Lett. 1999, 1, 1245–1248.
95.
Li, Z.; Fernandez, M.; Jacobsen, E. N.
“Enantioselective Ring-opening of meso Aziridines Catalyzed by Tridentate
Schiff-base Chromium(III) Complexes,” Org.
Lett. 1999, 1, 1611–1613.
96.
Jacobsen, E. N.; Breinbauer, R. “Nickel Comes
Full Cycle,” (Perspective) Science 2000, 287, 437.
97.
Sigman, M. S.; Vachal, P.; Jacobsen, E. N. “A
General Catalyst for the Asymmetric Strecker Reaction,” Angew. Chem. Int. Ed. 2000,
39, 1279–1281.
98.
Vachal, P.; Jacobsen, E. N. “Enantioselective
Catalytic Addition of HCN to Ketoimines.
Catalytic Synthesis of Quaternary Amino Acids” Org. Lett. 2000, 2, 867–870.
99.
Schaus, S. E.; Jacobsen, E. N. “Asymmetric
Ring-Opening of Meso-Epoxides with TMSCN Catalyzed by (pybox)Lanthanide
Complexes,” Org. Lett. 2000, 2, 1001–1004.
100.
Jacobsen, E. N. “Asymmetric Catalysis of Epoxide
Ring-Opening Reactions,” Acc. Chem. Res.
2000, 33, 421–431.
101. Breinbauer,
R.; Jacobsen, E. N. “Cooperative Asymmetric Catalysis with Dendrimeric
Co(salen) Complexes,” Angew. Chem. Int.
Ed. 2000, 39, 3604–3607.
102.
Jacobsen, E. N.; Schaus, S. E. "Asymmetric
Cycloaddition Reactions," U.S. Patent No. 6,130,340 issued 10/10/00.
103.
Thompson, C. F.; Jamison, T. F.; Jacobsen, E. N.
“Total Synthesis of FR901464. Convergent
Assembly of Chiral Components Prepared by Asymmetric Catalysis,” J. Am. Chem. Soc. 2000, 122, 10482–10483.
104.
Keith, J. M.; Larrow, J. F.; Jacobsen, E. N.
“Practical Considerations in Kinetic Resolution Reactions,” Adv. Synth. & Catal. 2001, 343, 5–26.
105. Su,
J. T.; Vachal, P.; Jacobsen, E. N. “Practical Synthesis of a Soluble Schiff
Base Catalyst for the Asymmetric Strecker Reaction,” Adv. Synth. & Catal. 2001,
343, 197–200.
106. Ready,
J. M.; Jacobsen, E. N. “Highly Active Oligomeric (salen)Co Catalysts for Asymmetric Epoxide Ring
Opening Reactions,” J. Am. Chem. Soc.
2001, 123, 2687–2688.
107. Jacobsen,
E. N.; Schaus, S. E.; Dossetter, A. G.; Jamison, T. F. “Asymmetric
Cycloaddition Reactions,” U.S. Patent #6,211,370 issued 4/3/01.
108. Brandes,
B. D.; Jacobsen, E. N. “Regioselective Ring Opening of Enantiomerically
Enriched Epoxides via Catalysis with Chiral (Salen)Cr(III) Complexes,” Synlett 2001, 1013–1015.
109. White,
M. C.; Doyle, A. G.; Jacobsen, E. N. “Synthetically Useful, Self-Assembling MMO
Mimic System for Catalytic Alkene Epoxidation with Aqueous H2O2,”
J. Am. Chem. Soc. 2001, 123, 7194–7195.
110. Jacobsen, E. N.; Tokunaga, M.; Larrow, J. F.
“Hydrolytic Kinetic Resolution of Cyclic Substrates” U.S. Patent No. 6,262,278
B1 issued 7/17/01.
111. Chavez, D. E.;
Jacobsen, E. N. “Total Synthesis
of Fostriecin (CI-920),” Angew.
Chem. Int. Ed. 2001, 40,
3667–3670.
112. Thompson,
C. F.; Jamison, T. F.; Jacobsen, E. N. “FR901464: Total Synthesis, Proof of
Structure, and Evaluation of Synthetic Analogs,” J.
Am. Chem. Soc. 2001, 123, 9974–9983.
113. Liu, P.; Jacobsen,
E. N. “Total Synthesis of (+)-Ambruticin,” J.
Am. Chem. Soc. 2001, 123, 10772–10773.
114. Jacobsen,
E. N., Sigman, M. S. “Parallel Combinatorial Approach to the Discovery and
Optimization of Catalysts and Uses Thereof,” U.S. Patent #6,316,616, issued
11/13/01
115. Schaus,
S. E.; Brandes, B. D; Larrow, J. F.; Tokunaga, M.; Hansen, K. B.; Gould, A. E.;
Furrow, M. E.; Jacobsen, E. N. “Highly Selective Hydrolytic Kinetic
Resolution of Terminal Epoxides Catalyzed by Chiral
(salen)Cobalt(III)-Complexes. Practical
Synthesis of Enantioenriched Terminal Epoxides and 1,2-Diols,” J. Am. Chem. Soc. 2002,
124, 1307–1315.
116. Movassaghi, M.; Jacobsen, E. N. “A
Direct Method for the Conversion of Terminal Epoxides into g-Butanolides,” J. Am. Chem. Soc. 2002, 124, 2456–2457.
117. Ruck, R. T.; Jacobsen, E. N. “Asymmetric Catalysis of Hetero-Ene
Reactions with Tridentate Schiff Base Chromium(III) Complexes,” J. Am. Chem.
Soc. 2002, 124, 2882–2883.
118. Ready, J. R.;
Jacobsen, E. N. “A Practical
Oligomeric (salen)Co Catalyst for Asymmetric Epoxide Ring Opening Reactions,” Angew. Chem. Int. Ed. 2002, 41, 1374–1377.
119. Joly, G.
D.; Jacobsen, E. N. “Catalyst-Controlled Diastereoselective Hetero-Diels–Alder Reactions,” Organic Lett.
2002, 4, 1795–1798.
120. Jacobsen,
E. N.; Schaus, S. E.; Dossetter, A. G.; Jamison, T. F. “Asymmetric
Cycloaddition Reactions,” U.S. Patent #6,369,223 issued 4/9/02.
121. Gademann,
K.; Chavez, D. E.; Jacobsen, E. N. “Highly Enantioselctive Inverse Electron
Demand Hetero-Diels–Alder Reactions of a,b-Unsaturated Aldehydes,” Angew. Chem.
Int. Ed. 2002, 41, 3059–3061.
122. Jacobsen,
E. N.; Francis, M. B.; Finney, N. S. "Combinatorial Approach for
Generating Novel Coordination Complexes," U.S. Patent #6,489,093 issued
12/3/02.
123. Vachal,
P.; Jacobsen, E. N. “Structure-Based Analysis and Optimization of a Highly
Enantioselective Catalyst for the Strecker Reaction,” J. Am. Chem.
Soc. 2002, 124, 10012–10014.
124. Jacobsen, E. N.; Tokunaga, M.; Larrow, J. F.
“Hydrolytic Kinetic Resolution of Cyclic Substrates” U.S. Patent # 6,448,414
issued 9/10/02.
125. Goodman, S. N.; Jacobsen, E. N. “A Practical Synthesis of a,b-Unsaturated Imides, Useful Substrates For
Asymmetric Conjugate Addition Reactions,” Adv. Synth. Catal. 2002,
344, 953–956.
126. Wenzel,
A. G.; Jacobsen, E. N. “Asymmetric Catalytic Mannich Reactions Catalyzed by
Urea Derivatives: Enantioselective Synthesis of b-Aryl-b-Amino
Acids,” J. Am. Chem. Soc. 2002,
124, 12964–12965.
127. Movassaghi, M.; Jacobsen, E. N. “The
Simplest ‘Enzyme’,” (Perspective) Science 2002, 298, 1904–1905.
128. Goodman, S. N.; Jacobsen, E. N. “Enantiopure b-Hydroxy Morpholine Amides From Terminal
Epoxides via Carbonylation at 1 Atm,” Angew. Chem. Int. Ed. 2002,
41, 4703–4705.
129. Yoon,
T. P.; Jacobsen, E. N. “Privileged Chiral Catalysts,” Science 2003,
299, 1691–1693.
130. Sammis,
G. M.; Jacobsen, E. N. “Highly Enantioselective, Catalytic Conjugate Addition
of Cyanide to a,b-Unsaturated
Imides,” J. Am. Chem. Soc. 2003, 125, 4442–4443.
131. Jacobsen,
E. N., Sigman, M. S. "Main Group Metal-Based Asymmetric Catalysts and
Applications Thereof," U.S. Patent #6,521,561 issued 2/18/03.
132. Chavez, D. E.; Jacobsen, E. N. “Catalyst-Controlled
Inverse Electron Demand Hetero-Diels–Alder Reactions in the Enantio- and
Diastereoselective Synthesis of Iridoid Natural Products,” Org. Lett. 2003,
5, 2563–2565.
133. Taylor,
M. S.; Jacobsen, E. N. “Enantioselective
Michael Additions to a,b-Unsaturated Imides Catalyzed by a Salen-Al Complex,” J. Am. Chem. Soc. 2003, 125, 11204–11205.
134. Wenzel,
A. G.; Lalonde, M. P.; Jacobsen, E. N. “Divergent Stereoinduction Mechanisms in
Urea-Catalyzed Additions to Imines,” Synlett 2003, 12,
1919–1922.
135. Ruck,
R. T.; Jacobsen, E. N. “Asymmetric Hetero-Ene Reactions of Trimethylsilyl Enol
Ethers Catalyzed by Tridentate Schiff Base Chromium(III) Complexes,” Angew.
Chem. Int. Ed. 2003, 42, 4771–4774.
136. White,
D. E.; Jacobsen, E. N. “New Oligomeric Catalyst for the Hydrolytic Kinetic
Resolution of Terminal Epoxides Under Solvent-Free Conditions,” Tetrahedron:
Asymm. 2003, 14, 3633–3638.
137.
Vachal, P.; Jacobsen, E. N. “Cyanation of Carbonyl and Imino Groups,” in Comprehensive Asymmetric Catalysis (1st Supplement),
Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer: New
York; 2003; Ch.
28.
138.
Keith, J. M.; Jacobsen, E. N. “Asymmetric
Hydrocyanation of Hydrazones Catalyzed by Lanthanide – PYBOX Complexes Organic
Lett. 2004, 6, 153–155.
139.
Raheem, I. T.;
Goodman, S. N.; Jacobsen, E. N. “Catalytic Asymmetric Total Syntheses of
Quinine and Quinidine,” J. Am. Chem. Soc. 2004, 126, 706–707.
140.
Nielsen, L. C. P.; Stevenson, C. P.; Blackmond,
D.G.; Jacobsen, E. N. “Mechanistic Investigation Leads to a Synthetic
Improvement in the Hydrolytic Kinetic Resolution of Terminal Epoxides,” J. Am. Chem. Soc. 2004,
126, 1360–1362.
141.
Liu,
Y.; DiMare, M.; Marchese, S. A.; Jacobsen, E. N.; Jasmin, S. “Hydrolytic
Kinetic Resolution of Epoxides,” U.S. Patent #6,693,206 issued 2/17/04.
142.
Joly, G. D.; Jacobsen, E. N. “Thiourea-Catalyzed
Enantioselective Hydrophosphonylation of Imines: Practical Access to
Enantiomerically Enriched a-Amino Phosphonic Acids,” J. Am. Chem. Soc. 2004, 126, 4102–4103.
143.
Taylor,
M. S.; Jacobsen, E. N. “Asymmetric Catalysis in Complex Target Synthesis,” Proc. Nat. Acad. Sci. 2004,
101, 5368–5373.
144. Jacobsen,
E. N., Sigman, M. S. "Parallel Combinatorial Approach to the Discovery and
Optimization of Catalysts and Uses Thereof," U.S. Patent #6,709,824 B2
issued 3/23/04.
145. Larrow,
J. F.; Jacobsen, E. N. “Asymmetric Processes Catalyzed by Chiral (Salen)Metal
Complexes,” Topics Organomet. Chem. 2004, 6, 123–152.
146.
Kim, S.; Jacobsen, E. N. “General Catalytic Synthesis of Highly
Enantiomerically Enriched Terminal Aziridines from Racemic Epoxides,” Angew.
Chem. Int. Ed. 2004, 43, 3952–3954.
147.
Sammis, G. M.; Danjo, H.; Jacobsen, E. N. “Cooperative
Dual Catalysis: Application to the Highly Enantioselective Conjugate Cyanation
of Unsaturated Imides,” J. Am. Chem. Soc. 2004, 126, 9928–9929.
148.
Taylor, M. S.; Jacobsen, E. N. “Highly
Enantioselective Catalytic Acyl-Pictet–Spengler Reactions,” J. Am. Chem. Soc. 2004,
126, 10558–10559.
149.
Vanderwal, C. D.; Jacobsen, E. N. “Highly
Enantioselective Hydration of a,b-Unsaturated Imides by Al-Catalyzed
Conjugate Addition of Oxime Nucleophiles,”
J. Am. Chem. Soc. 2004, 126, 14724–14725.
150.
Jacobsen, E. N.; Tokunaga, M.; Larrow, J. F. “Hydrolytic
Kinetic Resolution of Cyclic Substrates,” U.S. Patent #6,800,766 issued 10/5/04.
151.
Doyle, A. G.; Jacobsen, E. N. “Enantioselective
Alkylations of Tributyltin Enolates Catalyzed by Cr(salen)Cl: Access to
Enantiomerically Enriched All Carbon Quaternary Centers,” J. Am. Chem. Soc. 2005, 127, 62–63.
152.
Yoon, T. P.; Jacobsen, E. N. “Highly
Enantioselective Thiourea-catalyzed Nitro-Mannich Reaction,” Angew. Chem.
Int. Ed. 2005, 44, 466–468.
153.
Jacobsen, E. N., Sigman, M. S. "Main Group
Metal-Based Asymmetric Catalysts and Applications Thereof," U.S. Patent
#6,844,448 issued 1/18/05.
154.
Taylor, M. S.; Zalatan, D. N.; Lerchner, A. M.;
Jacobsen, E. N. “Highly Enantioselective Conjugate Additions to a,b-Unsaturated
Ketones Catalyzed by a (salen)Al Complex,” J. Am. Chem. Soc. 2005,
127, 1313–1317.
155.
Gandelman, M.; Jacobsen, E. N. “Highly
Enantioselective Catalytic Conjugate Addition of N-Heterocycles to a,b-Unsaturated
Ketones and Imides,” Angew.
Chem. Int. Ed. 2005, 44, 2393–2397.
156. Wenzel, A.
G.; Jacobsen, E. N. “Asymmetric Catalysis in the Enantioselective
Synthesis of b-Amino
Acids,” in Enantioselective Synthesis of beta-Amino Acids, Juaristi, E.;
Soloshonok, V., Eds.; Wiley-VCH: New
York, 2005; Chapter 4.
157. Fuerst,
D. E.; Jacobsen, E. N. “Thiourea-Catalyzed Enantioselective Cyanosilylation of
Ketones,” J. Am. Chem. Soc. 2005,
127, 8964–8965.
158. Jarvo,
E. R.; Lawrence,
B. M.; Jacobsen, E. N. “Highly Enantio-
and Regioselective Quinone Diels–Alder Reactions Catalyzed by a Tridentate
(Schiff Base)Cr(III) Complex,” Angew.
Chem. Int. Ed. 2005, 44, 6043–6046.
159. Boezio,
A. A.; Jarvo, E. R.; Lawrence, B. M.; Jacobsen, E. N. “Efficient Total Syntheses of (–)-Colombiasin A and (–)-Elisapterosin B: Application of
the Cr-Catalyzed Asymmetric Quinone Diels–Alder Reaction,” Angew.
Chem. Int. Ed. 2005, 44, 6046–6050.
160. Taylor, M. S.; Jacobsen, E. N. “Enantioselective
Thiourea-Catalyzed Acyl-Mannich Reactions of Isoquinolines,” Angew. Chem.
Int. Ed. 2005, 44, 6700–6704.
161. Raheem, I.
T.; Jacobsen, E. N. “Highly Enantioselective Aza-Baylis–Hillman
Reactions Catalyzed by Chiral Thiourea Derivatives,” Adv. Synth. Catal. 2005,
347, 1701–1708.
162. Chavez, D.
E.; Jacobsen, E. N. “An Efficient, Highly Diastereo- and Enantioselective
Hetero-Diels–Alder Catalyst. Preparation
of (2S,6R)-6-(tert-Butyldimethylsilyloxymethyl)-2-Methoxy-2,5-Dihydropyran,”
Organic Synth. 2005, 82,
34–42.
163. Nielsen, L.
P. C. Jacobsen, E. N.“Catalytic, Asymmetric Epoxide Ring-Opening Chemistry,” in
Aziridines and Epoxides in Organic
Synthesis, Yudin, A., Ed.; Wiley, New York;
2006, Ch.
10.
164. Taylor, M. S.; Jacobsen, E. N. “Asymmetric Catalysis by Chiral
Hydrogen Bond Donors,” Angew. Chem. Int.
Ed. 2006, 45, 1520–1543.
165. Balskus,
E. P.; Jacobsen, E. N. “a,b-Unsaturated b-Silyl Imide Substrates for Catalytic,
Enantioselective Conjugate Additions: A Total Synthesis of (+)-Lactacystin and
the Discovery of a New Proteasome Inhibitor,” J. Am. Chem. Soc. 2006, 128, 6810–6812.
166. Huang,
H.; Jacobsen, E. N. “Highly
Enantioselective Direct Conjugate Addition of Ketones to Nitroalkenes Promoted
by A Chiral Primary Amine-Thiourea Catalyst,” J. Am. Chem. Soc. 2006, 128, 7170–7171.
167. Lalonde,
M. P.; Chen, Y.; Jacobsen, E. N. “A Chiral Primary Amine-Thiourea Catalyst for
the Highly Enantioselective Direct Conjugate Addition of a,a-Disubstituted
Aldehydes to Nitroalkenes,” Angew. Chem.
Int. Ed. 2006, 45, 6366–6370.
168. Stevenson,
C. P.; Nielsen, L. P. C. Jacobsen, E. N. “Preparation of (S)-Methyl
Glycidate via Hydrolytic Kinetic Resolution,” Org. Synth. 2006, 83, 55, 162–166.
169. Yoon, T. P.; Jacobsen, E. N. “Arenecarboxylic Acids,” Science of
Synthesis 2006, 20a, 533–549.
170. Vanderwal, C. D.; Jacobsen, E. N. “Alk-2-enoic Acids,” Science of
Synthesis 2006, 20a, 551–568.
171. Yoon, T. P.; Jacobsen, E. N. “Arenecarboxylic Acid Esters,” Science
of Synthesis 2006, 20b, 1285–1304.
172. Vanderwal, C. D.; Jacobsen, E. N. “Alk-2-enoic Acid Esters,” Science
of Synthesis 2006, 20b, 1305–568.
173. Tan, K. L.; Jacobsen, E.
N. “Indium-Mediated Asymmetric Allylation of Acylhydrazones Using a Chiral Urea
Catalyst,” Angew. Chem.
Int. Ed. 2007, 46, 1315–1317.
174. Doyle, A. G.; Jacobsen, E.
N. “Enantioselective Alkylation of
Acyclic a,a-Disubstituted Tributyltin Enolates Catalyzed by a {Cr(salen)} Complex,” Angew. Chem. Int. Ed. 2007, 46, 3701–3705.
175. Balskus, E. P.; Jacobsen, E. N. “Asymmetric Catalysis
of the Transannular Diels–Alder Reaction,” Science 2007, 317, 1736–1740.
176. Raheem,
I. T.; Thiara, P. V.; Peterson, E. A.;
Jacobsen, E. N. “Enantioselective Pictet–Spengler-Type Cyclizations of
Hydroxylactams: H-Bond Donor Catalysis by Anion Binding,” J. Am. Chem. Soc.
2007, 129, 13404–13405.
177. Zuend,
S. J.; Jacobsen, E. N. "Cooperative Catalysis by Tertiary Amino-Thioureas:
Mechanism and Basis for Enantioselectivity of Ketone Cyanosilylation," J.
Am. Chem. Soc. 2007, 129, 15872–15883.
178. Doyle,
A. G.; Jacobsen, E. N. “Small-Molecule H-Bond Donors in Asymmetric
Catalysis," Chem. Rev. 2007,
107, 5713–5743.
179.
Grachan, M. L.; Tudge, M. T.; Jacobsen, E. N. “Enantioselective Catalytic Carbonyl-ene
Cyclization Reactions,” Angew.
Chem., Int. Ed. 2008,
47, 1469–1472.
180.
Mazet,
C.; Jacobsen, E. N. “Dimeric (salen)Al Complexes Display Expanded Scope in
the Conjugate Cyanation of a b-Unsaturated
Imides,” Angew. Chem., Int. Ed. 2008,
47, 1762–1765.
181.
Mergott, D. J.; Zuend, S. J.; Jacobsen, E. N.
“Catalytic Asymmetric Total Synthesis of (+)-Yohimbine,” Org. Lett. 2008, 10, 745–748.
182. Belser, T.; Jacobsen, E. N. “Cooperative
Catalysis in the Hydrolytic Kinetic Resolution of Epoxides by chiral [(salen)CoIII] Complexes Immobilized on
Gold Colloids,” Adv. Synth. Catal. 2008, 350, 967–971.
183. Raheem,
I. T.; Thiara, P. V.; Jacobsen, E. N. “Regio-
and Enantioselective Cyclization of Pyrroles onto N-Acyliminium Ions,” Org.
Lett. 2008, 10, 1577–1580.
184. Fang,
Y.-Q.; Jacobsen, E. N. “Cooperative, Highly Enantioselective Phosphinothiourea
Catalysis of Imine-Allene [3+2]
Cycloadditions,” J. Am. Chem. Soc. 2008, 130, 5660–5661.
185. Reisman,
S. E.; Doyle, A. G.; Jacobsen, E. N. “Enantioselective Thiourea-Catalyzed
Additions to Oxocarbenium Ions,” J. Am.
Chem. Soc. 2008, 130, 7198–7199.
186. Uyeda,
C.; Jacobsen, E. N. “Enantioselective Claisen Rearrangements with a
Hydrogen-Bond Donor Catalyst,” J. Am. Chem. Soc. 2008, 130, 9228–9229.
187. Watson,
M. P.; Jacobsen, E. N. “Asymmetric Intramolecular Arylcyanation of Unactivated
Olefins via C–CN Bond Activation,”
J. Am. Chem. Soc. 2008, 130, 12594–12595.
188. Groll, M.; Balskus,
E. P.; Jacobsen, E. N.,
“Structural Analysis of Spiro β-Lactone Proteasome Inhibitors,” J. Am.
Chem. Soc. 2008, 130, 14981–14983.
189. Klausen,
R. S.; Jacobsen, E. N. “Weak Brønsted
Acid−Thiourea Co-catalysis: Enantioselective, Catalytic
Protio-Pictet−Spengler Reactions,” Org. Lett. 2009, 11,
887–890.
190. Loy,
Rebecca N.; Jacobsen, E. N. “Enantioselective
Intramolecular Openings of Oxetanes Catalyzed by (salen)Co(III) Complexes:
Access to Enantioenriched Tetrahydrofurans,” J.
Am. Chem. Soc. 2009 131, 2786–2787.