Organic letters

Electron Transfer Promoted Regioselective Ring-Opening Reaction of Cyclopropyl Silyl Ethers

E Hasegawa, N Yamaguchi, H Muraoka…

Index: Hasegawa, Eietsu; Yamaguchi, Naoto; Muraoka, Hiroyasu; Tsuchida, Hiroyuki Organic Letters, 2007 , vol. 9, # 15 p. 2811 - 2814

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Citation Number: 15

Abstract

Oxidative ring-opening reactions of cyclopropyl silyl ethers incorporated into bicyclo [m. 1.0] alkane framework were investigated. The results show that the regioselectivities for ring- opening of intermediate radical cations, formed by single electron transfer, are governed by the nature of the nucleophile as well as oxidizing species.