AN APPROACH TOWARD THE OPHIOBOLANE SESTERTERPENES - SYNTHESIS OF THE CEROPLASTIN NUCLEUS

被引：24

作者：

DAUBEN, WG

WARSHAWSKY, AM

机构：

[1] Department of Chemistry, University of California, Berkeley

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 10期

关键词：

D O I：

10.1021/jo00297a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereocontrolled route to the 5-8-5 fused-ring nucleus of the ophiobolane sesterterpenes is presented. A McMurry coupling of an appropriately configured dicyclopentane system afforded the ceroplastin nucleus. Stereoselective hydrogenation reactions were used to set the requisite stereochemistry of the A/B and B/C ring junctures. © 1990, American Chemical Society. All rights reserved.

引用

页码：3075 / 3087

页数：13

共 51 条

[1]

ABRAHAM RJ, 1981, PROTON CARBON 13 NMR, P24

[2] MECHANISTIC COMPARISON OF HETEROGENEOUS AND HOMOGENEOUS HYDROGENATION [J].