Chemoenzymatic Synthesis of Both Enantiomers of 3-Hydroxy-2,2-dimethylcyclohexanone

被引：9

作者：

Chenevert, Robert ^{[1
]}

Levesque, Carine ^{[1
]}

Morin, Pierre ^{[1
]}

机构：

[1] Univ Laval, Dept Chim, CREFSIP, Fac Sci & Genie, Quebec City, PQ G1K 7P4, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 23期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1021/jo801954v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective acetylation of meso-2,2-dimethyl-1,3-cyclohexanediol by vinyl acetate in the presence of three lipases gave the (1R,3S)-monoester in high enantiomeric excess (ee >= 98%). The hydrolysis of the corresponding meso-diacetate in the presence of Candida antarctica lipase in phosphate buffer provided the opposite enantiomer. Optically active monciacetates were converted to both enantiomers of 3-hydroxy-2.2-dimethylcyclohexanone, a versatile chiral building block.

引用

页码：9501 / 9503

页数：3

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