MECHANISM OF P-QUINONE METHIDE INITIATED CYCLIZATION REACTIONS TERMINATED BY ALKENES - 1,2-HYDROGEN VS 1,3-HYDROGEN MIGRATION

被引：2
|
作者：
ANGLE, SR
HOSSAIN, MA
机构：
[1] Department of Chemistry, University of California-Riverside, Riverside
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 26期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/S0040-4039(00)60716-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Intramolecular cyclization of benzylic cations derived from p-quinone methides 5 and 6, afforded the corresponding six- or seven-membered ring products 7 or 9 depending on the substitution of the alkene. Deuterium labeling experiments indicated that formation of 9 occurred via a 1,3-hydrogen shift, whereas formation of 7 proceeded via two sequential 1,2-hydride transfers.
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页码：4519 / 4522
页数：4
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