Pd-Catalyzed Asymmetric Hydrogenation of α-Fluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro α-Amino Acid Derivatives
2001; American Chemical Society; Volume: 3; Issue: 3 Linguagem: Inglês
10.1021/ol0002471
ISSN1523-7060
AutoresHajime Abe, Hideki Amii, Kenji Uneyama,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoUnder hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) promoted asymmetric hydrogenation of α-fluorinated iminoesters to afford highly enantioenriched β-fluorinated α-amino esters. The yield and ee were much improved by employing fluorinated alcohols such as 2,2,2-trifluoroethanol (up to 91% ee).
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