Organic & Biomolecular Chemistry 2010-10-21

Straightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol.

Julien Pytkowicz, Olivier Stéphany, Sinisa Marinkovic, Sébastien Inagaki, Thierry Brigaud

Index: Org. Biomol. Chem. 8(20) , 4540-2, (2010)

Full Text: HTML

Abstract

Two efficient routes are reported for the synthesis of both enantiomers of trifluoroalaninol in enantiopure form. The first pathway involves a Strecker-type reaction performed from a chiral trifluoromethyloxazolidine (Fox). The second route, which is more direct, involves, as a key step, the reduction of chiral oxazolidines or imines derived from ethyl trifluoropyruvate.