461440-80-2Relevant academic research and scientific papers
Convenient asymmetric synthesis of β-trifluoromethyl-β-amino acid, β-amino ketones, and γ-amino alcohols via Reformatsky and Mannich-type reactions from 2-trifluoromethyl-1,3-oxazolidines
Huguenot, Florent,Brigaud, Thierry
, p. 2159 - 2162 (2007/10/03)
The stereoselective syntheses of β-trifluoromethyl-β-amino ester, β lactams, and β-amino ketones starting from an oxazolidine derived from trifluoroacetaldehyde hemiacetal and (R)-phenylglycinol are reported. The Mannich-type reaction involving a chiral f
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 (2007/10/03)
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.
