A new enantioselective synthesis of β-amino acids

D Saylik, EM Campi, AC Donohue, WR Jackson…

Index: Saylik, Dilek; Campi, Eva M.; Donohue, Andrew C.; Jackson; Robinson, Andrea J. Tetrahedron Asymmetry, 2001 , vol. 12, # 4 p. 657 - 667

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Citation Number: 50

Abstract

Enantioselective hydrogenation of some α, β-unsaturated nitriles and their corresponding methyl esters bearing a phthalimidomethyl substituent at the α-carbon using Rh-DuPHOS catalysts afforded β-amino acid precursors with modest ees of up to 48%. Hydrogenation of the α, β-unsaturated methyl esters using a Ru-BINAP catalyst gave higher ees of up to 84%. Method development for the determination of the enantiomeric excesses of these ...