Canadian Journal of Chemistry

The consecutive cyclization-elimination reaction of a radical generated from an epoxide: stereospecific formation of an exocyclic alkene

TB Lowinger, L Weiler

Index: Lowinger, Timothy B.; Weiler, Larry Canadian Journal of Chemistry, 1990 , vol. 68, # 9 p. 1636 - 1637

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Citation Number: 11

Abstract

A titanium (III) mediated radical cyclization-elimination reaction is reported, which allows for the efficient generation of functionalized cyclopentane derivatives. The reaction is highly stereospecific, giving excellent control over the geometry of the resulting exocyclic alkene. In addition, functionality at both reacting termini is retained for subsequent transformations. Key words: stereospecific, radical cyclization-elimination, exocyclic alkene.