Enantioselective synthesis of benzylbutyrolactones from 5-hydroxyfuran-2(5H)-one.: New chiral synthons for dibenzylbutyrolactone lignans by a chemoenzymatic route

被引：26

作者：

Brinksma, J ^{[1
]}

van der Deen, H ^{[1
]}

van Oeveren, A ^{[1
]}

Feringa, BL ^{[1
]}

机构：

[1] Univ Groningen, Organ Chem Lab, NL-9747 AG Groningen, Netherlands

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 24期

关键词：

D O I：

10.1039/a805777j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chemoenzymatic method is described for the asymmetric synthesis of benzylbutyrolactones. (R)-5-Acetoxyfuran-2(5H)-one (12) was obtained with ee >99% in a multigram scale catalytic esterification using immobilized lipase PS. The addition of lithiated dithianes to chiral synthon 12 was followed by an effective multistep reduction to produce enantiomerically pure benzylbutyrolactones.

引用

页码：4159 / 4163

页数：5

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