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Highly Enantioselective Synthesis of β-Amino Alcohols: A Catalytic Version

Thomas-Xavier Métro, Domingo Gomez Pardo* and Janine Cossy*

*Laboratoire de Chimie Organique, associé au CNRS, Ecole Supérieure de Physique et de Chimie Industrielles de la Ville de Paris (ESPCI), 10 rue Vauquelin, 75231 Paris Cedex 05, France, Email: domingo.gomez-pardoespci.fr, janine.cossyespci.fr

T.-X. Métro, D. G. Pardo, J. Cossy, J. Org. Chem., 2007, 72, 6556-6561.

DOI: 10.1021/jo071028x (free Supporting Information)


Abstract

A highly enantioselective rearrangement of β-amino alcohols was realized by using a catalytic amount of trifluoroacetic anhydride.

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proposed mechanism



Highly Enantioselective Synthesis of β-Amino Alcohols

T.-X. Métro, J. Appenzeller, D. G. Pardo, J. Cossy, Org. Lett., 2006, 8, 3509-3512.


Key Words

β-amino alcohols, microwave synthesis, organocatalysis, piperidines


ID: J42-Y2006-2690