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Generation and intermolecular capture of cyclopropylacyl radicals
Journal article   Peer reviewed

Generation and intermolecular capture of cyclopropylacyl radicals

Markus Heinrich and Samir Zard
Organic letters, Vol.6(26), pp.4969-4972
23/12/2004
PMID: 15606112

Abstract

Chemical Sciences Organic chemistry
(Chemical Equation Presented) Cyclopropylacyl radicals derived from S-cyclopropylacyl xanthates (dithiocarbonates) undergo intermolecular additions to olefins without loss of CO or ring opening. In the presence of a phenyl ring on carbon C-1 of the cyclopropane ring, loss can be made to occur in the absence of an olefinic trap. The adducts from the cyclopropylacyl radical additions are easily converted into enones by base-induced ß-elimination of the xanthate group.

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