Variations on radical cascades of vinyl radicals generated from bromomethyldimethylsilyl propargyl ethers

被引：19

作者：

Fensterbank, L ^{[1
]}

Dhimane, AL ^{[1
]}

Wu, SH ^{[1
]}

Lacote, E ^{[1
]}

Bogen, S ^{[1
]}

Malacria, M ^{[1
]}

机构：

[1] UNIV PARIS 06, CNRS, LAB CHIM ORGAN SYNTH, F-75252 PARIS, FRANCE

来源：

TETRAHEDRON | 1996年 / 52卷 / 35期

关键词：

D O I：

10.1016/0040-4020(96)00634-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinyl radicals generated from bromomethyldimethylsilyl propargyl ethers have been efficiently engaged in cascades of radical cyclizations. Through the enchainment of 5-exo-dig-5-(pi-endo)-exo-trig-6-endo-trig or 5-exo-dig-5-(pi-endo)exo-trig-6-exo-trig radical processes, hydrindene and a steroid skeleton could be assembled. Appending on the alkyne a suitable chain bearing a dioxolane for 1,5-radical translocations proved also very rewarding since a very diastereoselective access to cyclopentanone derivatives could be devised. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：11405 / 11420

页数：16

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