The Journal of organic chemistry

Synthesis of polysubstituted cyclopentenones via [4+ 1] reactions of TIPS-vinylketenes

Z Li, WH Moser, R Deng, L Sun

Index: Li, Zhi; Moser, William H.; Deng, Ruixue; Sun, Liangdong Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10254 - 10257

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Citation Number: 14

Abstract

An efficient method for preparing a series of polysubstituted cyclopentenones from TIPS- vinylketenes and Köbrich reagent has been developed in this paper. Additionally, highly substituted cyclopentenones can be prepared via [4+ 1] reaction of TIPS-vinylketenes with tert-butyl isocyanide and there is a remarkable preference for formation of products with an exocyclic (Z)-imine moiety.