Cyclization pathways of a (Z)-stilbene-derived bis-(orthoquinone monoketal)

被引：19

作者：

Feldman, KS

机构：

[1] Department of Chemistry, Pennsylvania State University, University Park

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 15期

关键词：

D O I：

10.1021/jo9704220

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lead tetraacetate mediated oxidation of a (Z)-bisphenolic stilbene derivative affords a bis-(orthoquinone monoketal) product. Thermolysis studies of this highly unsaturated dione reveal that sigmatropic hydrogen shifts, followed by either of two distinct solvolytic ring closures, constitute the predominate reaction pathways under heating. No evidence for a desired 6 pi electron electrocyclization was forthcoming.

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页码：4983 / 4990

页数：8

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