3-VINYL-2,5-DIHYDROTHIOPHENE 1,1-DIOXIDE - A NOVEL, EASILY ACCESSIBLE, HIGH-YIELDING PRECURSOR TO [3]DENDRALENE, THE SIMPLEST REPRESENTATIVE OF THE DIENE-TRANSMISSIVE POLYENES

被引：27

作者：

CADOGAN, JIG ^{[1
]}

CRADOCK, S ^{[1
]}

GILLAM, S ^{[1
]}

GOSNEY, I ^{[1
]}

机构：

[1] UNIV EDINBURGH,DEPT CHEM,EDINBURGH EH9 3JJ,MIDLOTHIAN,SCOTLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 02期

关键词：

D O I：

10.1039/c39910000114

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cheleotropic extrusion of SO2 from readily prepared 3-vinyl-2,5-dihydrothiophene 1,1-dioxide 2 provides a clean and efficient route to [3]dendralene (3-methylenepenta-1,4-diene 1), the simplest member of the diene-transmissive polyenes, which contrary to previous reports is a stable, easily handled compound that shows unexpected selectivity in Diels-Alder cycloadditions, thus enhancing its utility as a tandem annelating reagent.

引用

页码：114 / 115

页数：2

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