THE SYNTHESIS OF BORONOLIDE

被引：24

作者：

JEFFORD, CW

MOULIN, MC

机构：

[1] Department of Organic Chemistry, University of Geneva, Geneva

来源：

HELVETICA CHIMICA ACTA | 1991年 / 74卷 / 02期

关键词：

D O I：

10.1002/hlca.19910740213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Racemic boronolide (1) is prepared in six steps in 4.4% overall yield from acrolein dimer 6 and 1-(trimethylsilyl)hex-1-yne (8). The latter, by hydromagnesiation, is condensed with 6 to give the corresponding threo-allylic alcohol 13 (Scheme 2). Conversion of 13 to the erythro-allylic alcohol 5 (Scheme 3), bis-hydroxylation, and acetylation afford 1.

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页码：336 / 342

页数：7

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