HIGHLY STEREOSELECTIVE SYNTHESIS OF STEROIDAL 22-ALPHA-ALLYLIC ALCOHOLS VIA 22-ALDEHYDES AND 1-SILYL-1-IODO-1-ALKENES - A NEW EFFICIENT ROUTE TO THE SIDE-CHAIN CONSTRUCTION OF BRASSINOLIDE

被引：18

作者：

KHRIPACH, VA

ZHABINSKIY, VN

OLKHOVICK, VK

机构：

[1] Institute of Bioorganic Chemistry, Byelorussian Academy of Sciences, 220045 MINSK

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)97774-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Lithium-1-(trimethylsilyl)-3-methyl-1-butene 9 undergoes smooth addition with aldehyde 10 to give 22α-alcohol 11 as a major product. Desilylation of 11 and further oxidation of 14 by MCPBA leads to epoxyalcohol 16 suitable for brassinolide synthesis. © 1990.

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页码：4937 / 4940

页数：4

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