A NEW ANNULATION METHOD - TOTAL SYNTHESES OF THE SESQUITERPENOIDS (+/-)-CHILOSCYPHONE AND (+/-)-6-EPI-CHILOSCYPHONE

被引：20

作者：

PIERS, E

TSE, HLA

机构：

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1993年 / 71卷 / 07期

关键词：

D O I：

10.1139/v93-131

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The efficacy of a new annulation method, developed for the construction of functionalized bicyclic compounds, is illustrated by conversion of the beta-keto esters 18 and 19 into the bicyclo[4.3.0]non-1-enes 33 and 34, respectively, and by transformation of 2-methoxycarbonylcyclopentanone (20) into the bicyclo[4.3.0]non-6-ene 38 and the bicyclo[5.3.0]dec-7-enes 48 and 51. Application of the method to total syntheses of the structurally unusual sesquiterpenoids (+/-)-chiloscyphone (16) and (+/-)-6-epi-chiloscyphone (17) is described.

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页码：983 / 994

页数：12

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