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Ring Contraction of 3‐Hydroxy‐3‐(trifluoromethyl)piperidines: Synthesis of 2‐Substituted 2‐(Trifluoromethyl)pyrrolidines
Authors:Alexandra Feraldi‐Xypolia  Dr. Domingo Gomez Pardo  Prof. Janine Cossy
Affiliation:Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), UMR 8231 ESPCI ParisTech/CNRS/PSL Research University, 10 rue Vauquelin, 75231‐Paris Cedex 05 (France)
Abstract:
A ring contraction of 3‐hydroxy‐3‐(trifluoromethyl)piperidines was achieved via an aziridinium intermediate. This contraction facilitates the synthesis of a series of 2‐substituted 2‐(trifluoromethyl)pyrrolidines incorporating a quaternary center at the C2 position.
Keywords:aziridines  heterocycles  reactive intermediates  ring contraction  synthetic methods
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