Enzymatic hydrolysis of acylals. A promising route to chiral aldehydes

被引:14
作者
Angelis, YS [1 ]
Smonou, I [1 ]
机构
[1] UNIV CRETE,DEPT CHEM,IRAKLION 71409,CRETE,GREECE
关键词
D O I
10.1016/S0040-4039(97)10121-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and convenient method for the optical resolution of aldehydes through lipase-catalyzed resolution of the corresponding acylals has been developed. Candida rugosa Lipase (CRL) showed the best stereoselectivity. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8109 / 8112
页数:4
相关论文
共 23 条
[1]  
BOTTEGHI C, 1974, LIEBIGS ANN CHEM, V6, P864
[2]   PREPARATIVE PRODUCTION OF OPTICALLY-ACTIVE ESTERS AND ALCOHOLS USING ESTERASE-CATALYZED STEREOSPECIFIC TRANS-ESTERIFICATION IN ORGANIC MEDIA [J].
CAMBOU, B ;
KLIBANOV, AM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (09) :2687-2692
[3]   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
[4]   A STRUCTURAL BASIS FOR THE CHIRAL PREFERENCES OF LIPASES [J].
CYGLER, M ;
GROCHULSKI, P ;
KAZLAUSKAS, RJ ;
SCHRAG, JD ;
BOUTHILLIER, F ;
RUBIN, B ;
SERREQI, AN ;
GUPTA, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) :3180-3186
[5]   Iodine as acetylation catalyst in the preparation of 1,1-diacetates from aldehydes [J].
Deka, N ;
Kalita, DJ ;
Borah, R ;
Sarma, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (05) :1563-1564
[6]  
GREENZAI.P, 1971, BIOCHEMISTRY-US, V10, P1210
[7]   EVIDENCE FOR A CYCLIC AA11 MECHANISM IN HYDROLYSIS OF BENZYLIDENE DIACETATES [J].
GREGORY, MJ .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (06) :1201-&
[8]  
JONES JB, 1976, APPL BIOCH SYSTEMS O
[9]   ELUCIDATING STRUCTURE-MECHANISM RELATIONSHIPS IN LIPASES - PROSPECTS FOR PREDICTING AND ENGINEERING CATALYTIC PROPERTIES [J].
KAZLAUSKAS, RJ .
TRENDS IN BIOTECHNOLOGY, 1994, 12 (11) :464-472
[10]   A RULE TO PREDICT WHICH ENANTIOMER OF A SECONDARY ALCOHOL REACTS FASTER IN REACTIONS CATALYZED BY CHOLESTEROL ESTERASE, LIPASE FROM PSEUDOMONAS-CEPACIA, AND LIPASE FROM CANDIDA-RUGOSA [J].
KAZLAUSKAS, RJ ;
WEISSFLOCH, ANE ;
RAPPAPORT, AT ;
CUCCIA, LA .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2656-2665