ENZYMATIC KINETIC RESOLUTION OF [4](1,2)FERROCENOPHANE DERIVATIVES

被引：24

作者：

IZUMI, T

TAMURA, F

SASAKI, K

机构：

[1] Department of Materials Science and Technology, Faculty of Engineering, Yamagata University, Yonezawa

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1992年 / 65卷 / 10期

关键词：

D O I：

10.1246/bcsj.65.2784

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The enol acetate of (+/-)-[4](1,2)ferrocenophan-1-one was enantioselectively hydrolyzed by using lipase PS to afford(+)-(R)-[4](1,2)ferrocenophan-1-one and (+)-(S)-1-acetoxy[4](1,2)ferrocenophan-1-ene. By using lipase PS or lipozyme, (+/-)-1-acetoxy[4](1,2)ferrocenophane was resolved into the (+)-(1R)-alcohol and the (-)-(1S)-acetate. The lipase-mediated transesterification and esterification of (+/-)-1-hydroxy[4](1,2)ferrocenophane led to the formation of the (+)-(1R)-ester and the (-)-(1S)-alcohol.

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页码：2784 / 2788

页数：5

相关论文

共 27 条

[1] 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

[2] 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

[3] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[4]

CHEN CS, 1990, J AM CHEM SOC, V112, P9614

[5]

DEDUEILCASTAING M, 1987, TETRAHEDRON LETT, V28, P953

[6] FERROCENASYMMETRIE .5. DIE ANWENDUNG EINES HALBEMPIRISCHEN RECHENVERFAHRENS AUF OPTISCH AKTIVE FERROCENDERIVATE (26 MITT UBER FERROCENDERIVATE) [J].

FALK, H ;

SCHLOGL, K .

MONATSHEFTE FUR CHEMIE UND VERWANDTE TEILE ANDERER WISSENSCHAFTEN, 1965, 96 (03) :1081-&

[7]

FALK H, 1965, MONATASCH CHEM, V100, P254

[8] ENANTIOSELECTIVE MICROBIAL REDUCTION OF TRANSITION-METAL-COMPLEXED AROMATIC KETONES [J].

GILLOIS, J ;

BUISSON, D ;

AZERAD, R ;

JAOUEN, G .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (18) :1224-1225

[9] SEQUENTIAL BIOCATALYTIC KINETIC RESOLUTIONS [J].

GUO, ZW ;

WU, SH ;

CHEN, CS ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (12) :4942-4945

[10] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE METAL-COMPLEXES [J].

HAYASHI, T .

PURE AND APPLIED CHEMISTRY, 1988, 60 (01) :7-12