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Enantioselective Carbometallation of Unactivated Olefins. Sébastien R. Goudreau. Literature Meeting. September 16 th , 2008. Introduction: Formation of C-C Bonds. Carbonyl Chemistry. Olefines Chemistry. Carbometallation. Regioselectivity. Diastereoselectivity. Enantioselectivity.
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Enantioselective Carbometallation of Unactivated Olefins Sébastien R. Goudreau Literature Meeting September 16th, 2008
Introduction: Formation of C-C Bonds Carbonyl Chemistry Olefines Chemistry
Carbometallation Regioselectivity Diastereoselectivity Enantioselectivity Ziegler et al. Chem. Ber.1928, 61, 253
Enantioslective Carbometallation of Unactivated Olefines Zn, Cu, Mg, Al, Li Pd and Ni will not be included Marek Perkin Trans. 11999, 535
Zinc E. Nakamura The University of Tokyo J. F. Normant Université P. et M. Curie I. Marek Technion-Israel Institute of Technology
Addition of Zinc Enolate Marek, Normand et al. JOC1998, 63, 2442
Synthesis of Proline Derivative Marek, Normand et al. JOC1998, 63, 2442
Allylation of Alkene Marek, Normand et al. TL1998, 39, 4821
Allylation of Alkene Marek, Normand et al. TL1998, 39, 4821
Allylation of Alkene Marek, Normand et al. Seances Acad. Sci., Ser. II1998, 621 10
Allylation of Alkene Marek, Normand et al. Seances Acad. Sci., Ser. II1998, 621
Allylation of Alkene Marek, Normand et al. TL1998, 39, 4821 12
Allylation of Cyclopropene Nakamura et al. JACS1993, 115, 5867
Allylation of Cyclopropene Nakamura et al. JACS1993, 115, 5867
Allylation of Cyclopropene ent ent Nakamura et al. JACS1995, 117, 1179
Allylation of Cyclopropene Nakamura et al. JACS1995, 117, 1179
Addition on Cyclopropene: Enders’ Hydrazone Nakamura et al. JOC1997, 62, 792
Addition on Alkene: Enders’ Hydrazone Nakamura et al. Angew1997, 36, 2491
Copper E. Nakamura The University of Tokyo
Addition on Cyclopropene Nakamura et al. JACS1990, 112, 7428
Addition on Cyclopropene Nakamura et al. JACS1990, 112, 7428
Addition on Cyclopropene Nakamura et al. JACS1990, 112, 7428
Magnesium A. H. Hoveyda, Boston College
Addition of Grignard on Cyclopropene Fox et al. JACS2006, 128, 5600
Mg: Zr Catalysis ethylene-1,2-bis(η5-4,5,6,7-tetrahydro-1-indenyl)zirconium dichloride Hoveyda et al. JACS1993, 115, 6997
Mg: Zr Catalysis Hoveyda et al. JACS1996, 118, 4291
Mg: Zr Catalysis Hoveyda et al. JACS1996, 118, 4291
Mg: Zr Catalysis Hoveyda et al. JACS1993, 115, 6997
Mg: Zr Catalysis Hoveyda et al. JACS1993, 115, 6997
Mg: Zr Catalysis Hoveyda et al. JACS1993, 115, 6997
Mg: Zr Catalysis Hoveyda et al. JACS1996, 118, 4291
Synthesis of Sch 38516 Aglycon Macrolactam Hoveyda et al. JACS1997, 119, 10302 Hoveyda et al. JACS1995, 117, 2943
Synthesis of Sch 38516 Aglycon Macrolactam Hoveyda et al. JACS1997, 119, 10302 Hoveyda et al. JACS1995, 117, 2943
Kinetic Resolution of Pyrans Hoveyda et al. JACS1996, 118, 4291 Hoveyda et al. JACS1994, 115, 3123
Kinetic Resolution of Pyrans Hoveyda et al. JACS1996, 118, 4291 Hoveyda et al. JACS1994, 115, 3123
Kinetic Resolution of Pyrans Hoveyda et al. JACS1996, 118, 4291 Hoveyda et al. JACS1994, 115, 3123
Kinetic Resolution of Furans Hoveyda et al. Tetrahedron1995, 51, 4383
Kinetic Resolution of Furans Hoveyda et al. Tetrahedron1995, 51, 4383
Kinetic Resolution of Furans Hoveyda et al. Tetrahedron1995, 51, 4383
Kinetic Resolution of Allylic Ethers Hoveyda et al. JACS1996, 118, 3779
Kinetic Resolution of Allylic Ethers Hoveyda et al. JACS1996, 118, 3779
Synthesis of Nebivolol Hoveyda et al. JACS1998, 120, 8340
Synthesis of Nebivolol Hoveyda et al. JACS1998, 120, 8340
Synthesis of Nebivolol Hoveyda et al. JACS1998, 120, 8340
Addition on Alkene Whitby et al. TL1996, 39, 7139
Aluminium Ei-ichi Negishi Perdue University
Methylation of Alkene Negishi et al. JACS1995, 117, 10771
Methylation of Alkene Negishi et al. JACS1995, 117, 10771
Methylation of Alkene Negishi et al. JACS1996, 118, 1577
Lithium J. F. Normant Université P. et M. Curie I. Marek Technion-Israel Institute of Technology