Eric N. Jacobsen, Department of Chemistry and Chemical Biology at Harvard University, Organic and Inorganic Chemistry; Contact Nicole Minotti, Phone: (617) 496-3690, FAX: (617) 496-1880 jacobsen@chemistry.harvard.edu minotti@chemistry.harvard.edu Group Information Group Members Photos Publications About Home

RESEARCH PUBLICATIONS

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- cyclopenenone 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.  [pdf]

  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 β-Hydroxyesters,” J. Org. Chem. 1999, 64, 2164-2165.  [pdf]

  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.  [pdf]

  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.  [pdf]

  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 α-Aryloxy Alcohols: Kinetic Resolution of Terminal Epoxides via Highly Enantioselective Ring Opening with Phenols,” J. Am. Chem. Soc. 1999, 121, 6086-6087.  [pdf]

  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.  [pdf]

  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.  [pdf]

  88. Lebel, H.; Jacobsen, E. N. “Chromium Catalyzed Kinetic Resolution of 2,2-Disubstituted Epoxides,” Tetrahedron Lett. 1999, 40, 7303-7306.  [pdf]

  89. Myers, J. K.; Jacobsen, E. N. “Asymmetric Synthesis of β-Amino Acid Derivatives via Catalytic Conjugate Addition of Hydrazoic Acid to Unsaturated Imides,” J. Am. Chem. Soc. 1999, 121, 8959-8960.  [pdf]

  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.  [pdf]

  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.  [pdf]

  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. Engl. 2000, 39, 1279-1281.  [pdf]

  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.  [pdf]

  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.  [pdf]

  100. Jacobsen, E. N. “Asymmetric Catalysis of Epoxide Ring-Opening Reactions,” Acc. Chem. Res. 2000, 33, 421-431.  [pdf]

  101. Breinbauer, R.; Jacobsen, E. N. “Cooperative Asymmetric Catalysis with Dendrimeric Co(salen) Complexes,” Angew. Chem. Int. Ed. 2000, 39, 3604-3607.  [pdf]

  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.  [pdf]

  104. Keith, J. M.; Larrow, J. F.; Jacobsen, E. N. “Practical Considerations in Kinetic Resolution Reactions,” Adv. Synth. & Catal. 2001, 343, 5-26.  [pdf]

  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.  [pdf]

  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.  [pdf]

  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.  [pdf]

  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.  [pdf]

  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.  [pdf]

  113. Liu, P.; Jacobsen, E. N. “Total Synthesis of (+)-Ambruticin,” J. Am. Chem. Soc. 2001, 123, 10772-10773.  [pdf]

  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.  [pdf]

  116. Movassaghi, M.; Jacobsen, E. N. “A Direct Method for the Conversion of Terminal Epoxides into γ-Butanolides,” J. Am. Chem. Soc. 2002, 124, 2456-2457.  [pdf]

  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.  [pdf]

  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.  [pdf]

  119. Joly, G. D.; Jacobsen, E. N. “Catalyst-Controlled Diastereoselective Hetero-Diels–Alder Reactions,” Organic Lett. 2002, 4, 10, 1795-1798.  [pdf]

  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 α,β-Unsaturated Aldehydes,” Angew. Chem. Int. Ed. 2002, 41, 15, 3059-3061.  [pdf]

  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.  [pdf]

  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 α,β-Unsaturated Imides, Useful Substrates For Asymmetric Conjugate Addition Reactions,” Adv. Synth. Catal. 2002, 344, 9, 953-956.  [pdf]

  126. Wenzel, A. G.; Jacobsen, E. N. “Asymmetric Catalytic Mannich Reactions Catalyzed by Urea Derivatives: Enantioselective Synthesis of β-Aryl-β-Amino Acids,” J. Am. Chem. Soc. 2002, 124, 12964-12965.  [pdf]

  127. Movassaghi, M.; Jacobsen, E. N. “The Simplest ‘Enzyme’,” (Perspective) Science 2002, 298, 1904-1905.  [pdf]

  128. Goodman, S. N.; Jacobsen, E. N. “Enantiopure β-Hydroxy Morpholine Amides From Terminal Epoxides via Carbonylation at 1 Atm,” Angew. Chem. Int. Ed. 2002, 41, 4703-4705.  [pdf]

  129. Yoon, T. P.; Jacobsen, E. N. “Privileged Chiral Catalysts,” Science 2003, 299, 1691-1693.  [pdf]

  130. Sammis, G. M.; Jacobsen, E. N. “Highly Enantioselective, Catalytic Conjugate Addition of Cyanide to α,β-Unsaturated Imides,” J. Am. Chem. Soc. 2003, 125, 4442-4443.  [pdf]

  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,” Organic Lett. 2003, 5, 2563-2565.  [pdf]

  133. Taylor, M. S.; Jacobsen, E. N. “Enantioselective Michael Additions to α,β-Unsaturated Imides Catalyzed by a Salen-Al Complex,” J. Am. Chem. Soc. 2003, 125, 11204-11205.  [pdf]

  134. Wenzel, A. G.; Lalonde, M. P.; Jacobsen, E. N. “Divergent Stereoinduction Mechanisms in Urea-Catalyzed Additions to Imines,” Synlett 2003, 12, 1919-1922. [pdf]

  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. [pdf]

  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. [pdf]

  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. [pdf]

  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. [pdf]

  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. [pdf]

    An enhanced graphic that represents the rate of the HKR in three-dimensional space can be found here with an accompanying text: [animation], [text]
  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 -Amino Phosphonic Acids,“ J. Am. Chem. Soc. 2004, 126, 4102-4103. [pdf]

  143. Taylor, M. S.; Jacobsen, E. N. "Asymmetric Catalysis in Complex Target Synthesis," Proc. Nat. Acad. Sci. 2004, 101, 5368-5373. [pdf]

  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.[pdf]

  146. Kim, S.; Jacobsen, E. N. "General Catalytic Synthesis of Highly Enantiomerically Enriched Terminal Aziridines from Racemic Epoxides," Angew. Chem. 2004, 43, 3952-3954.[pdf]

  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.[pdf]

  148. Taylor, M. S.; Jacobsen, E. N. "Highly Enantioselective Catalytic Acyl-Pictet-Spengler Reactions," J. Am. Chem. Soc. 2004, 126, 10558-10559.[pdf]

  149. Vanderwal, C. D.; Jacobsen, E. N. "Highly Enantioselective Hydration of α,β-Unsaturated Imides by Al-Catalyzed Conjugate Addition of Oxime Nucleophiles," J. Am. Chem. Soc. 2004, 126, 14724-14725.[pdf]

  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 α, α-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.

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    http://www.sciencemag.org/cgi/content/full/317/5845/1736?ijkey=lyByapuS27292&keytype=ref&siteid=sci