ENZYMATIC RESOLUTION OF OPTICALLY-ACTIVE ALIPHATIC CYANOHYDRINS

被引:25
作者
KANERVA, LT
KILJUNEN, E
HUUHTANEN, TT
机构
[1] Department of Chemistry, University of Turku
关键词
D O I
10.1016/S0957-4166(00)80102-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantioselective acylation of cyanohydrins 1a-9a by PPL catalysis and deacylation of propionates 1b-9b by CCL catalysis in toluene proceed from good (E 15-20) to excellent (E > 30) enantioselectivity. A solvent has a clear effect on enzymatic enantioselectivity.
引用
收藏
页码:2355 / 2361
页数:7
相关论文
共 15 条
[1]   GENERAL-ASPECTS AND OPTIMIZATION OF ENANTIOSELECTIVE BIOCATALYSIS IN ORGANIC-SOLVENTS - THE USE OF LIPASES [J].
CHEN, CS ;
SIH, CJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (06) :695-707
[2]  
EFFENBERGER F, 1991, LIEBIGS ANN CHEM, P47
[3]   ENZYME-CATALYZED REACTIONS .5. ENZYME-CATALYZED SYNTHESIS OF (S)-CYANOHYDRINS AND SUBSEQUENT HYDROLYSIS TO (S)-ALPHA-HYDROXY-CARBOXYLIC ACIDS [J].
EFFENBERGER, F ;
HORSCH, B ;
FORSTER, S ;
ZIEGLER, T .
TETRAHEDRON LETTERS, 1990, 31 (09) :1249-1252
[4]  
FABER K, 1992, BIOTRANSFORMATIONS O, pCH2
[5]   HOW CAN THE SOLVENT AFFECT ENZYME ENANTIOSELECTIVITY [J].
FITZPATRICK, PA ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) :3166-3171
[6]   ENZYME-CATALYZED SYNTHESIS OF OPTICALLY-ACTIVE ALIPHATIC CYANOHYDRINS [J].
HUUHTANEN, TT ;
KANERVA, LT .
TETRAHEDRON-ASYMMETRY, 1992, 3 (10) :1223-1226
[7]   ONE-POT SYNTHESIS OF OPTICALLY-ACTIVE CYANOHYDRIN ACETATES FROM ALDEHYDES VIA LIPASE-CATALYZED KINETIC RESOLUTION COUPLED WITH INSITU FORMATION AND RACEMIZATION OF CYANOHYDRINS [J].
INAGAKI, M ;
HIRATAKE, J ;
NISHIOKA, T ;
ODA, J .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (21) :5643-5649
[8]   SOLVENT EFFECTS IN LIPASE-CATALYZED TRANSESTERIFICATION REACTIONS [J].
KANERVA, LT ;
VIHANTO, J ;
HALME, MH ;
LOPONEN, JM ;
EURANTO, EK .
ACTA CHEMICA SCANDINAVICA, 1990, 44 (10) :1032-1035
[9]   ENZYMATIC CATALYSIS IN ANHYDROUS ORGANIC-SOLVENTS [J].
KLIBANOV, AM .
TRENDS IN BIOCHEMICAL SCIENCES, 1989, 14 (04) :141-144
[10]  
KRUSE CG, 1992, CHIRALITY IND, P2579