AN INTEGRATED APPROACH TO THE SYNTHESIS OF CONTIGUOUSLY SUBSTITUTED XANTHOPURPURINS, PACHYBASINS AND PURPURINS

被引：11
作者：
CARON, B [1 ]
BRASSARD, P [1 ]
机构：
[1] UNIV LAVAL,DEPT CHIM,QUEBEC CITY G1K 7P4,QUEBEC,CANADA
来源：
TETRAHEDRON | 1993年 / 49卷 / 04期
基金：
加拿大自然科学与工程研究理事会;
关键词：
D O I：
10.1016/S0040-4020(01)80322-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Alkylation, hydroxyalkylation and acylation of 3-methyl-, 3-methoxy- and 3,4-dimethoxycrotonates can be induced to occur exclusively in the alpha-Position. Conversion of the products to dienes then provides, through cycloaddition, a wide variety of substitution patterns. This approach is illustrated by simplified syntheses of a number of naturally occurring quinones and confirms the structures proposed for vismiaquinone C, 7-geranylemodin, cinnalutein, 4,5-dihydroxydigitolutein, 2-hydroxyislandicin 1-methyl ether and calyculatone 1-methyl ether.
引用
收藏
页码：771 / 784
页数：14
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