A NEW ROUTE TO PRECURSORS OF ECDYSTEROIDS USING A REGIOSELECTIVE AND STEREOSELECTIVE HYDROBORATION

被引：7

作者：

DOLLE, F

HETRU, C

LUU, B

机构：

[1] CNRS,CHIM ORGAN SUBSTANCES NAT LAB,5 RUE BLAISE PASCAL,F-67084 STRASBOURG,FRANCE

[2] CNRS,BIOL GEN LAB,F-67000 STRASBOURG,FRANCE

来源：

TETRAHEDRON | 1991年 / 47卷 / 34期

关键词：

D O I：

10.1016/S0040-4020(01)96160-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a new route to precursors of ecdysteroids, using a regio- and stereoselective hydroboration. Hydroboration of 3,3-(ethylenedioxy)-cholesta-5,7-diene (from 7-dehydrocholesterol in two steps), followed by oxidation with alkaline hydrogen peroxide, produces 3,3-(ethylenedioxy)-5-beta-cholest-7-en-6-beta-ol (the same reaction with 7-dehydrocholesterol leads only to the 5-alpha-alcohol (OH-6-alpha), prohibiting the synthesis of 5-beta-steroids).

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收藏

页码：7059 / 7066

页数：8

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