Stereoselective synthesis of trifluoromethylated compounds with controlled adjacent tertiary carbons by Michael addition to (E)-3-(trifluoromethyl) acrylates

…, T Yamazaki, T Kitazume, S Nakamura

Index: Shinohara, Noriyasu; Haga, Jiro; Yamazaki, Takashi; Kitazume, Tomoya; Nakamura, Shinichiro Journal of Organic Chemistry, 1995 , vol. 60, # 14 p. 4363 - 4374

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Citation Number: 72

Abstract

Michael addition reaction of various lithium enolates to ethyl (E)-3-(trifluoromethyl) acrylate (E)-l was found to be one of the most effective routes to construct materials not only with a CF3 group but also with readily distinguishable multiple functionalities by the routine chemical transformations. Particularly, employment of lithium enolates from chiral acyloxazolidinones as Michael donors resulted in the formation of 1, 4-adducts, usually ...