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Concise synthesis of enantiopure alpha-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction. | LitMetric

Concise synthesis of enantiopure alpha-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction.

J Org Chem

Laboratoire Réactions Sélectives et Applications, UMR CNRS 6519, Université de Reims-Champagne-Ardenne, Faculté des Sciences, BP 1039, 51687 Reims Cedex 2, France.

Published: September 2006

Diastereomerically pure alpha-trifluoromethyl alpha-amino nitriles obtained by Strecker-type reactions from chiral CF3 imines and iminium proved to be very attractive versatile intermediates for the synthesis of various alpha-trifluoromethyl amino compounds. From these synthons, both enantiomers of alpha-trifluoromethyl alanine, trifluoromethyl 1,2-diamines, and amino alcohols were conveniently obtained in enantiopure form in high yields in a few steps.

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Source
http://dx.doi.org/10.1021/jo0607717DOI Listing

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