A Simple Stereoselective Route to α??Trifluoromethyl Analogues of Piperidine Alkaloids

A Bariau, W Bux Jatoi, P Calinaud…

Index: Bariau, Annabelle; Jatoi, Wahid Bux; Calinaud, Pierre; Troin, Yves; Canet, Jean-Louis European Journal of Organic Chemistry, 2006 , # 15 p. 3421 - 3433

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Citation Number: 6

Abstract

Abstract The highly diastereoselective synthesis of five trifluoro-substituted analogues of mono-, di-, and trisubstituted piperidine alkaloids was accomplished in two to four steps from 2-trifluoromethyl keto-protected 4-piperidones, prepared by an intramolecular Mannich-type reaction methodology. A simple stereoselective elaboration of new 2-(trifluoromethyl)-4- piperidinols and 4-amino-2-(trifluoromethyl) piperidines is also described.(© Wiley-VCH ...