Solvent-controlled asymmetric Strecker reaction: stereoselective synthesis of alpha-trifluoromethylated alpha-amino acids.
[reaction: see text] Stereoselective approaches to alpha-trifluoromethylated alpha-amino acids (alpha-Tfm AAs) have been developed. The stereoconfigurations of the resulting alpha-Tfm AA precursors were well controlled by using different solvents. The optically active (S)-2-amino-2-phenyl-1,1,1-trifluoropropanoic acid was synthesized by this method.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, PRC.
Hua
H
Wang
Xiaoming
X
Zhao
Youhua
Y
Li
Long
L
Lu
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012997:Solvents; D013237:Stereoisomerism
D000596:Amino Acids; D006845:Hydrocarbons, Fluorinated; D012997:Solvents