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.
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页码：887 / 889
页数：3
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