Organic letters

Regio-and enantioselective iridium-catalyzed allylation of thiophenol: synthesis of enantiopure allyl phenyl sulfides

S Zheng, N Gao, W Liu, D Liu, X Zhao, T Cohen

Index: Zheng, Shengcai; Gao, Ning; Liu, Wei; Liu, Dongge; Zhao, Xiaoming; Cohen, Theodore Organic Letters, 2010 , vol. 12, # 20 p. 4454 - 4457

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Citation Number: 28

Abstract

Herein, we report the formation of chiral allylic phenyl sulfides via iridium-catalyzed enantioselective allylations of sodium thiophenoxide 3. This represents the first example of the use of transition-metal-catalyzed enantioselective allylations of thiophenol to form allyl phenyl sulfides in good yields and with excellent enantioselectivities. Important potential uses of such products are discussed below. ... We first aimed at optimizing reaction conditions for the ...