Pd-Catalyzed Asymmetric Hydrogenation of α-Fluorinated Iminoesters in Fluorinated Alcohol: A New and Catalytic Enantioselective Synthesis of Fluoro α-Amino Acid Derivatives

Citations Over TimeTop 10% of 2001 papers

Abstract

[figure: see text] Under hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) promoted asymmetric hydrogenation of alpha-fluorinated iminoesters to afford highly enantioenriched beta-fluorinated alpha-amino esters. The yield and ee were much improved by employing fluorinated alcohols such as 2,2,2-trifluoroethanol (up to 91% ee).

Related Papers

• → Catalytic asymmetric hydrogenation of α-ketoesters and quinoline using electronically enriched BINAP(2007)45 cited
• → Asymmetric hydrogenation of 3,5-Dioxoesters catalyzed by Ru-binap complex: A short step asymmetric synthesis of 6-substituted 5,6-dihydro-2-pyrones(1993)73 cited
• → BINAP-Ru(II) and BINAP-Rh(I)-catalyzed asymmetric hydrogenation of olefins without heteroatom-functionalities(1995)64 cited
• → Asymmetric hydrogenation in water by a rhodium complex of sulfonated 2,2′bis(diphenylphosphino)-1,1′-binaphthyl (binap)(1993)69 cited
• → Asymmetric hydrogenation of prochiral alkenes catalysed by ruthenium complexes of (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl(1989)62 cited