A PRACTICAL PREPARATION OF ALPHA-ALKOXYLITHIUM REAGENTS - SYNTHESIS OF SYN OR ANTI 1,3-DIOLS

被引：50

作者：

RYCHNOVSKY, SD

SKALITZKY, DJ

机构：

[1] Department of Chemistry, University of Minnesota, Minneapolis

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 16期

关键词：

D O I：

10.1021/jo00042a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phenylthio acetals 3 are easily prepared from beta-hydroxy aldehydes and can be reduced to anti alkyllithiums 7 and subsequently equilibrated to syn alkyllithiums 9 with excellent stereoselectivity and in good overall yield. A practical preparation of 3 and a reductive lithiation procedure using catalytic naphthalene makes these alkyllithium reagents conveniently available on a multigram scale.

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页码：4336 / 4339

页数：4

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