KINETIC RESOLUTION OF RACEMIC ALCOHOLS WITH CHIRAL CARBOXYLIC-ACIDS AND DICYCLOHEXYLCARBODIIMIDE

被引:28
作者
CHINCHILLA, R
NAJERA, C
YUS, M
HEUMANN, A
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03690 ALACANT,SPAIN
[2] UNIV AIX MARSEILLE,CTR ST JEROME,ENSSPICAM,URA 1410,F-13013 MARSEILLE,FRANCE
关键词
D O I
10.1016/S0957-4166(00)82271-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The DCC-esterification method has been used to kinetically resolve racemic mixtures of alcohols. With simple chiral carboxylic acids, such as O-aryl lactic acids, in the presence of various basic catalysts, mixtures of the enantiomerically enriched alcohols (e.e. < 50%) and the corresponding esters (d.e. < 70%) have been obtained.
引用
收藏
页码:851 / 854
页数:4
相关论文
共 15 条
[1]   ENANTIOSELECTIVE AND PRACTICAL SYNTHESES OF R-FLUOXETINE AND S-FLUOXETINE [J].
COREY, EJ ;
REICHARD, GA .
TETRAHEDRON LETTERS, 1989, 30 (39) :5207-5210
[2]  
HASSNER A, 1978, TETRAHEDRON LETT, P4475
[3]   CATALYTIC ASYMMETRIC HYDROBORATION OF STYRENES [J].
HAYASHI, T ;
MATSUMOTO, Y ;
ITO, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3426-3428
[4]   ABSOLUTE CONFIGURATION OF PINACOLYL ALCOHOL [J].
JACOBUS, J ;
MAJERSKI, Z ;
MISLOW, K ;
SCHLEYER, PV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (08) :1998-&
[5]  
JACQUES J, 1977, FUNDAMENTALS METHODS, V4, P224
[6]  
KAGAN HB, 1988, TOP STEREOCHEM, V18, P317
[7]   KINETIC RESOLUTION OF RACEMIC ALLYLIC ALCOHOLS BY BINAP-RUTHENIUM(II)-CATALYZED HYDROGENATION [J].
KITAMURA, M ;
KASAHARA, I ;
MANABE, K ;
NOYORI, R ;
TAKAYA, H .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (03) :708-710
[8]  
LAURENTDIENZEID.E, 1967, B SOC CHIM FR, P1995
[9]   KINETIC RESOLUTION OF RACEMIC ALLYLIC ALCOHOLS BY ENANTIOSELECTIVE EPOXIDATION - A ROUTE TO SUBSTANCES OF ABSOLUTE ENANTIOMERIC PURITY [J].
MARTIN, VS ;
WOODARD, SS ;
KATSUKI, T ;
YAMADA, Y ;
IKEDA, M ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (20) :6237-6240
[10]  
MORRISON JD, 1983, ASYMMETRIC SYNTHESIS, V1, P6