The origin of stereoselectivity in proline-catalyzed intramolecular aldol reactions

被引:259
作者
Bahmanyar, S [1 ]
Houk, KN [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
D O I
10.1021/ja011714s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:12911 / 12912
页数:2
相关论文
共 54 条
  • [1] KINETIC-ANALYSIS OF THE DUAL CATALYSIS BY PROLINE IN THE ASYMMETRIC INTRAMOLECULAR ALDOL REACTION
    AGAMI, C
    PUCHOT, C
    [J]. JOURNAL OF MOLECULAR CATALYSIS, 1986, 38 (03): : 341 - 343
  • [2] AGAMI C, 1987, B SOC CHIM FR, P358
  • [3] A NEW DIAGNOSTIC-TOOL FOR ELUCIDATING THE MECHANISM OF ENANTIOSELECTIVE REACTIONS - APPLICATION TO THE HAJOS-PARRISH REACTION
    AGAMI, C
    LEVISALLES, J
    PUCHOT, C
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (08) : 441 - 442
  • [4] Agami C., 1988, B SOC CHIM FR MAY, V3, P499
  • [5] CONFORMATIONAL-ANALYSIS .80. HYDRINDANONE RING-SYSTEM
    ALLINGER, NL
    TRIBBLE, MT
    [J]. TETRAHEDRON, 1972, 28 (05) : 1191 - &
  • [6] Transition states of amine-catalyzed aldol reactions involving enamine intermediates: Theoretical studies of mechanism, reactivity, and stereoselectivity
    Bahmanyar, S
    Houk, KN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) : 11273 - 11283
  • [7] Immune versus natural selection: Antibody aldolases with enzymic rates but broader scope
    Barbas, CF
    Heine, A
    Zhong, GF
    Hoffmann, T
    Gramatikova, S
    Bjornestedt, R
    List, B
    Anderson, J
    Stura, EA
    Wilson, IA
    Lerner, RA
    [J]. SCIENCE, 1997, 278 (5346) : 2085 - 2092
  • [8] Quantum calculation of molecular energies and energy gradients in solution by a conductor solvent model
    Barone, V
    Cossi, M
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (11) : 1995 - 2001
  • [9] Barone V, 1998, J COMPUT CHEM, V19, P404, DOI 10.1002/(SICI)1096-987X(199803)19:4<404::AID-JCC3>3.0.CO
  • [10] 2-W