CATALYTIC ENANTIOSELECTIVE C-C COUPLING - ALLYL TRANSFER AND MUKAIYAMA ALDOL REACTION

被引:146
作者
BACH, T
机构
[1] Organisch-chemisches Institut, Universität Münster, D-48149
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 04期
关键词
D O I
10.1002/anie.199404171
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
To obtain enantiomerically pure products without using stoichiometric quantities of chiral components is now possible for the title reactions [Eq. (a)]. Chiral Lewis acids M′Xn are employed, which enable an excellent facial differentiation. In some cases these catalysts provide enantiomeric excesses greater than 95% and outstanding chemical yields. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:417 / 419
页数:3
相关论文
共 29 条
  • [1] ENANTIOSELECTIVE MUKAIYAMA-ALDOL AND ALDOL-DIHYDROPYRONE ANNULATION REACTIONS CATALYZED BY A TRYPTOPHAN-DERIVED OXAZABOROLIDINE
    COREY, EJ
    CYWIN, CL
    ROPER, TD
    [J]. TETRAHEDRON LETTERS, 1992, 33 (46) : 6907 - 6910
  • [2] THE ORIGIN OF GREATER THAN 200/1 ENANTIOSELECTIVITY IN A CATALYTIC DIELS-ALDER REACTION AS REVEALED BY PHYSICAL AND CHEMICAL STUDIES
    COREY, EJ
    LOH, TP
    ROPER, TD
    AZIMIOARA, MD
    NOE, MC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) : 8290 - 8292
  • [3] CATALYTIC ASYMMETRIC-SYNTHESIS OF HOMOALLYLIC ALCOHOLS
    COSTA, AL
    PIAZZA, MG
    TAGLIAVINI, E
    TROMBINI, C
    UMANIRONCHI, A
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) : 7001 - 7002
  • [4] ASYMMETRIC BORON-CATALYZED REACTIONS
    DELOUX, L
    SREBNIK, M
    [J]. CHEMICAL REVIEWS, 1993, 93 (02) : 763 - 784
  • [5] Fleming I., 1991, COMPREHENSIVE ORGANI, P563
  • [6] FURUTA K, 1991, SYNLETT, P439
  • [7] FURUTA K, 1991, SYNLETT, P561
  • [8] CATALYTIC ASYMMETRIC ALDOL REACTIONS - USE OF A CHIRAL (ACYLOXY)BORANE COMPLEX AS A VERSATILE LEWIS ACID CATALYST
    FURUTA, K
    MARUYAMA, T
    YAMAMOTO, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) : 1041 - 1042
  • [9] Gennari C., 1991, COMPREHENSIVE ORGANI, V2, P629, DOI DOI 10.1016/B978-0-08-052349-1.00043-3
  • [10] Heathcock C. H., 1991, COMPREHENSIVE ORGANI, V1, P133