Influence of michael acceptor stereochemistry on intramolecular Morita-Baylis-Hillman reactions

WD Teng, R Huang, CKW Kwong, M Shi…

Index: Teng, Wen-Dong; Huang, Rui; Kwong, Cathy Kar-Wing; Shi, Min; Toy, Patrick H. Journal of Organic Chemistry, 2006 , vol. 71, # 1 p. 368 - 371

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Citation Number: 38

Abstract

A study of the effect of Michael acceptor stereochemistry on the efficiency of intramolecular Morita-Baylis-Hillman (MBH) reactions has been performed. The reactions were catalyzed by a phosphine, and the reaction substrates studied were enones containing a pendant aldehyde moiety attached at the β-position of the alkene group. In all cases examined with PPh3 as the catalyst, cyclization substrates possessing (Z)-alkene stereochemistry ...

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