A Diels-Alder strategy towards a benzonaphthopyranoquinone

被引：11
|
作者：
Tapia, RA
Alegría, L
Valderrama, JA
Cortés, M
Pautet, F
Fillion, H
机构：
[1] Pontificia Univ Catolica Chile, Fac Quim, Santiago 22, Chile
[2] Univ Lyon 1, Fac Pharm, Chim Organ Lab, F-69373 Lyon 08, France
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 05期
关键词：
Diels-Alder reaction; quinone; benzopyran;
D O I：
10.1016/S0040-4039(00)02150-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of a suitably protected aryllithium derivative with citral, and subsequent deprotection and cyclization was used to obtain dibenzopyran 5, a precursor of the tricyclic quinone 6. Diels-Alder reaction of 6 with 1,3-dimethoxy-1-trimethylsilyloxy-1,3-butadiene 7 led to befizonaphthopyranoquinone 8. The regioselectivity in the dienophilic partner is governed by the remote oxygen of the pyran ring. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：887 / 889
页数：3
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