ASYMMETRIC-SYNTHESIS BY ENZYMATIC-HYDROLYSIS OF PROCHIRAL DIENOL DIACETATE

被引：8

作者：

DUHAMEL, P ^{[1
]}

RENOUF, P ^{[1
]}

CAHARD, D ^{[1
]}

YEBGA, A ^{[1
]}

POIRIER, JM ^{[1
]}

机构：

[1] INST RECH CHIM ORGAN FINE,F-76821 MONT ST AIGNAN,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)82222-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enzymatic hydrolysis of prochiral dienol diacetate 1 by Candida cylindracea lipase (C C L) leads to the keto enol acetate 2 in high yield with an enantiomeric excess > 98 %. The S configuration of the asymmetric center was assigned.

引用

页码：2447 / 2450

页数：4

共 18 条

[1] BOLAND W, 1991, SYNTHESIS-STUTTGART, P1049
[2] ASYMMETRIC MICROBIAL REDUCTION OF PROCHIRAL 2,2-DISUBSTITUTED CYCLOALKANEDIONES
BROOKS, DW
MAZDIYASNI, H
GROTHAUS, PG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (15) : 3223 - 3232
[3] CHIRAL CYCLOHEXANOID SYNTHETIC PRECURSORS VIA ASYMMETRIC MICROBIAL REDUCTION OF PROCHIRAL CYCLOHEXANEDIONES
BROOKS, DW
MAZDIYASNI, H
CHAKRABARTI, S
[J]. TETRAHEDRON LETTERS, 1984, 25 (12) : 1241 - 1244
[4] GENERAL-ASPECTS AND OPTIMIZATION OF ENANTIOSELECTIVE BIOCATALYSIS IN ORGANIC-SOLVENTS - THE USE OF LIPASES
CHEN, CS
SIH, CJ
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (06): : 695 - 707
[5] CHEMISTRY OF CARBANIONS .19. ALKYLATION OF ENOLATES FROM UNSYMMETRICAL KETONES
HOUSE, HO
GALL, M
OLMSTEAD, HD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (16) : 2361 - &
[6] CHEMISTRY OF CARBANIONS .18. PREPARATION OF TRIMETHYLSILYL ENOL ETHERS
HOUSE, HO
CZUBA, LJ
GALL, M
OLMSTEAD, HD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (08) : 2324 - &
[7] ENZYMES IN ORGANIC-SYNTHESIS
JONES, JB
[J]. TETRAHEDRON, 1986, 42 (13) : 3351 - 3403
[8] ASYMMETRIC TRANSFORMATIONS CATALYZED BY ENZYMES IN ORGANIC-SOLVENTS
KLIBANOV, AM
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) : 114 - 120
[9] ENZYME-MEDIATED ENANTIOFACE-DIFFERENTIATING HYDROLYSIS OF ALPHA-SUBSTITUTED SULFUR-CONTAINING CYCLIC KETONE ENOL ESTERS
KUME, Y
OHTA, H
[J]. TETRAHEDRON LETTERS, 1992, 33 (42) : 6367 - 6370
[10] ENZYME-MEDIATED ENANTIOFACE-DIFFERENTIATING HYDROLYSIS OF ENOL ESTERS
MATSUMOTO, K
OHTA, H
[J]. CHEMISTRY LETTERS, 1989, (09) : 1589 - 1592

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