CHEMOENZYMATIC SYNTHESIS OF ENANTIOMERICALLY PURE BETA,GAMMA-DISUBSTITUTED GAMMA-LACTONES

被引：6
|
作者：
THEIL, F
机构：
[1] Institut für Angewandte Chemie Berlin-Adlershof e.V., D-12484 Berlin
来源：
TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 07期
关键词：
D O I：
10.1016/0957-4166(95)00214-A
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The synthesis of enantiomerically pure beta, gamma-disubstituted gamma-lactones is described based on the lipase-catalysed asymmetrisation of the cis-cyclopent-2-ene-1,4-diol derivatives 1 or 3. The cyclopentanones 7 and ent-7 have been obtained via epoxidation of the chiral monoacetates 2 or ent-2, respectively, followed by protecting group interconversion and oxidation. Baeyer-Villiger oxidation of 7 and ent-7 and subsequent acidic methanolysis furnished the title compounds 9 and ent-9, respectively.
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页码：1693 / 1698
页数：6
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