Solid??Phase Synthesis of Piperidines by N??Acyliminium Ion Chemistry

…, CG Kruse, JH van Maarseveen…

Index: Veerman, Johan J. N.; Klein, Jasper; Aben, Rene W. M.; Scheeren, Hans W.; Kruse, Chris G.; Van Maarseveen, Jan H.; Rutjes, Floris P. J. T.; Hiemstra, Henk European Journal of Organic Chemistry, 2002 , # 18 p. 3133 - 3139

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Citation Number: 10

Abstract

Abstract An efficient solid-phase procedure for the synthesis of a number of 2-substituted piperidines is reported. Starting from solid-supported carbamate-tethered δ-amino acetals, 2- benzotriazolyl-substituted (Bt-substituted) piperidines were obtained by acid-induced ring- closure followed by trapping of the transient N-acyliminium ions with benzotriazole. These 2- Bt-substituted piperidines were then used as precursors for the successful introduction of ...