461440-76-6Relevant academic research and scientific papers
Lewis acid activation of chiral 2-trifluoromethyl-1,3-oxazolidines. Application to the stereoselective synthesis of trifluoromethylated amines, α- and β-amino acids
Lebouvier, Nicolas,Laroche, Christophe,Huguenot, Florent,Brigaud, Thierry
, p. 2827 - 2830 (2002)
The reaction of chiral 2-trifluoromethyl-1,3-oxazolidines with various silylated nucleophiles under Lewis acid activation provides a stereoselective route to functionalized α-trifluoromethylamines. This methodology was successfully applied to the diastereoselective synthesis of trifluoromethylated homoallylic and propargylic amines, trifluoromethylated α-amino nitrile, β-aminoketone and β-aminoester. The α-amino nitrile and the β-amino ester were converted into (+)-3,3,3-trifluoroalanine and (+)-4,4,4-trifluoro-3-aminobutanoic acid in a one-step procedure.
Straightforward synthesis of enantiopure (R)- and (S)-trifluoroalaninol
Pytkowicz, Julien,Stephany, Olivier,Marinkovic, Sinisa,Inagaki, Sebastien,Brigaud, Thierry
scheme or table, p. 4540 - 4542 (2010/11/18)
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
Concise synthesis of enantiopure α-trifluoromethyl alanines, diamines, and amino alcohols via the Strecker-type reaction
Huguenot, Florent,Brigaud, Thierry
, p. 7075 - 7078 (2007/10/03)
Diastereomerically pure α-trifluoromethyl α-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 α-trifluoromethyl amino compound
