KINETIC RESOLUTION OF RACEMIC ALDEHYDES BY ENANTIOSELECTIVE ALKYLATION

被引：15
|
作者：
HAYASHI, M [1 ]
MIWATA, H [1 ]
OGUNI, N [1 ]
机构：
[1] YAMAGUCHI UNIV,FAC SCI,DEPT CHEM,YAMAGUCHI 753,JAPAN
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 05期
关键词：
D O I：
10.1039/p19910001167
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various types of racemic aldehydes were kinetically resolved by reaction with diethylzinc in the presence of a catalytic amount of a chiral beta-amino alcohol. Kinetic resolution of racemic chloro(phenyl)acetaldehyde gave an optically active form as an unchanged substrate, which could be converted into styrene oxide in high optical purity (97.5% ee).
引用
收藏
页码：1167 / 1171
页数：5
相关论文
共 50 条
  • [1] KINETIC RESOLUTION OF RACEMIC ALDEHYDES BY ENANTIOSELECTIVE ALKYLATION
    HAYASHI, M
    MIWATA, H
    OGUNI, N
    CHEMISTRY LETTERS, 1989, (11) : 1969 - 1970
  • [2] Kinetic Resolution of Racemic Mixtures via Enantioselective Photocatalysis
    Arbell, Nitai
    Bauer, Kesem
    Paz, Yaron
    ACS APPLIED MATERIALS & INTERFACES, 2021, 13 (33) : 39781 - 39790
  • [3] KINETIC RESOLUTION OF A RACEMIC SULFIDE BY ENANTIOSELECTIVE SULFOXIDE FORMATION
    PHILLIPS, ML
    BERRY, DM
    PANETTA, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14): : 4047 - 4049
  • [4] Kinetic resolution of racemic hydroperoxides by means of an enantioselective reduction.
    Harris, JR
    Driver, TG
    Woerpel, KA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U376 - U376
  • [5] Enzymatic kinetic resolution of racemic cyanohydrins via enantioselective acylation
    Xu, Qing
    Xie, Yongli
    Geng, Xiaohong
    Chen, Peiran
    TETRAHEDRON, 2010, 66 (03) : 624 - 630
  • [6] CATALYZED ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES
    BOLM, C
    SCHLINGLOFF, G
    HARMS, K
    CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05): : 1191 - 1203
  • [7] Organocatalytic Enantioselective α-Alkylation of Aldehydes
    Vesely, Jan
    Rios, Ramon
    CHEMCATCHEM, 2012, 4 (07) : 942 - 953
  • [8] FIRST DYNAMIC KINETIC RESOLUTION OF RACEMIC ALPHA-AMINO ALDEHYDES
    REIN, T
    KREUDER, R
    VONZEZSCHWITZ, P
    WULFF, C
    REISER, O
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (09): : 1023 - 1025
  • [9] Kinetic resolution of racemic aldehydes by reaction with chiral 2-phosphonopropionates
    Tetrahedron Lett, 13 (2303):
  • [10] KINETIC RESOLUTION OF RACEMIC ALDEHYDES BY REACTION WITH CHIRAL 2-PHOSPHONOPROPIONATES
    REIN, T
    ANVELT, J
    SOONE, A
    KREUDER, R
    WULFF, C
    REISER, O
    TETRAHEDRON LETTERS, 1995, 36 (13) : 2303 - 2306
12345