KINETIC RESOLUTION OF RACEMIC CARBOXYLIC-ACIDS AND ALCOHOLS WITH HOMOCHIRAL ALCOHOLS AND CARBOXYLIC-ACIDS, RESPECTIVELY, AND THE MUKAIYAMA OR PALOMO REAGENTS

被引:30
作者
MAZON, A
NAJERA, C
YUS, M
HEUMANN, A
机构
[1] UNIV ALICANTE,DEPT QUIM ORGAN,APDO 99,E-03080 ALICANTE,SPAIN
[2] UNIV AIX MARSEILLE,CTR ST JEROME,ENSSPICAM,URA 1410,F-13013 MARSEILLE,FRANCE
关键词
D O I
10.1016/0957-4166(92)80022-O
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Mukaiyama and Palomo reagents have been used for the kinetic resolution of racemic carboxylic acids or alcohols with homochiral alcohols or carboxylic acids, respectively, in the presence of triethylamine. Thus, enantiomerically enriched carboxylic acids (e.e.<68%), alcohols (e.e.<41%) or diastereoisomerically enriched esters (d.e.<84%) are obtained.
引用
收藏
页码:1455 / 1466
页数:12
相关论文
共 21 条
  • [1] KINETIC RESOLUTION OF RACEMIC CARBOXYLIC-ACIDS WITH HOMOCHIRAL ALCOHOLS AND DICYCLOHEXYLCARBODIIMIDE
    CHINCHILLA, R
    NAJERA, C
    YUS, M
    HEUMANN, A
    [J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (02) : 101 - 104
  • [2] KINETIC RESOLUTION OF RACEMIC ALCOHOLS WITH CHIRAL CARBOXYLIC-ACIDS AND DICYCLOHEXYLCARBODIIMIDE
    CHINCHILLA, R
    NAJERA, C
    YUS, M
    HEUMANN, A
    [J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (12) : 851 - 854
  • [3] ENANTIOSELECTIVE AND PRACTICAL SYNTHESES OF R-FLUOXETINE AND S-FLUOXETINE
    COREY, EJ
    REICHARD, GA
    [J]. TETRAHEDRON LETTERS, 1989, 30 (39) : 5207 - 5210
  • [4] DIAGOMESEGUER J, 1980, SYNTHESIS-STUTTGART, P547
  • [5] GARTNER H, 1984, ANGEW CHEM INT EDIT, V23, P162
  • [6] CHIRAL (BETA-AMINOALKYL)PHOSPHINES - HIGHLY EFFICIENT PHOSPHINE-LIGANDS FOR CATALYTIC ASYMMETRIC GRIGNARD CROSS-COUPLING
    HAYASHI, T
    KONISHI, M
    FUKUSHIMA, M
    KANEHIRA, K
    HIOKI, T
    KUMADA, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (13) : 2195 - 2202
  • [7] HAYOSHI T, 1989, J AM CHEM SOC, V111, P3426
  • [8] HOREAU A, 1961, TETRAHEDRON LETT, P506
  • [9] Kagna H. B., 1988, KINETIC RESOLUTION, V18, P249
  • [10] KINETIC RESOLUTION OF RACEMIC ALLYLIC ALCOHOLS BY BINAP-RUTHENIUM(II)-CATALYZED HYDROGENATION
    KITAMURA, M
    KASAHARA, I
    MANABE, K
    NOYORI, R
    TAKAYA, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (03) : 708 - 710