ENZYMATIC RESOLUTION OF 1,2-DIOLS - COMPARISON BETWEEN HYDROLYSIS AND TRANSESTERIFICATION REACTIONS

被引：33

作者：

BOSETTI, A ^{[1
]}

BIANCHI, D ^{[1
]}

CESTI, P ^{[1
]}

GOLINI, P ^{[1
]}

SPEZIA, S ^{[1
]}

机构：

[1] IST GUIDO DONEGANI SPA,I-28100 NOVARA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 18期

关键词：

D O I：

10.1039/p19920002395

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new practical procedure for the enzymatic resolution of 1,2-diols 1a-e has been developed by lipase-catalysed regio- and enantio-selective esterification using anhydrides as acylating agents in organic solvents.

引用

页码：2395 / 2398

页数：4

共 18 条

[1] SYNTHESIS OF(R)-EPICHLOROHYDRIN AND (S)-EPICHLOROHYDRIN [J].

BALDWIN, JJ ;

RAAB, AW ;

MENSLER, K ;

ARISON, BH ;

MCCLURE, DE .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (25) :4876-4878

[2]

BARRY J, 1981, SYNTHESIS-STUTTGART, P453

[3] LIPASE-CATALYZED STEREOSELECTIVE THIOTRANSESTERIFICATION OF MERCAPTO ESTERS [J].

BIANCHI, D ;

CESTI, P .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (21) :5657-5659

[4] ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS [J].

BIANCHI, D ;

CESTI, P ;

BATTISTEL, E .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5531-5534

[5] PREPARATIVE REGIOSELECTIVE ACYLATION OF GLYCOLS BY ENZYMATIC TRANSESTERIFICATION IN ORGANIC-SOLVENTS [J].

CESTI, P ;

ZAKS, A ;

KLIBANOV, AM .

APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 1985, 11 (05) :401-407

[6]

GOERGENSU, 1991, J CHEM SOC CHEM COMM, P1066

[7] PPL-CATALYZED RESOLUTION OF 1,2-DIOLS AND 1,3-DIOLS IN METHYL PROPIONATE AS SOLVENT - AN APPLICATION OF THE TANDEM USE OF ENZYMES [J].

JANSSEN, AJM ;

KLUNDER, AJH ;

ZWANENBURG, B .

TETRAHEDRON, 1991, 47 (35) :7409-7416

[8] 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

[9] LIPASE-CATALYZED ENANTIOSELECTIVE TRANSESTERIFICATION OF O-TRITYL 1,2-DIOLS - PRACTICAL SYNTHESIS OF (R)-TRITYLGLYCIDOL [J].

KIM, MJ ;

CHOI, YK .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1605-1607

[10] ASYMMETRIC TRANSFORMATIONS CATALYZED BY ENZYMES IN ORGANIC-SOLVENTS [J].

KLIBANOV, AM .

ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :114-120

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