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Issue 14, 1993
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Asymmetric syntheses of β-phenylalanine, α-methyl-β-phenylalanines and derivatives

Abstract

A strategy of highly stereoselective conjugate additions of lithium (R)-(α-methylbenzyl)benzylamide to tert-butyl cinnamate and its 2-methyl derivative combined with appropriate tandem or sequential electrophilic quenches allows the asymmetric syntheses of β-phenylalanine (95% enantiomeric excess) and homochiral (2R, 3S)- and (2S, 3S)-α-methyl-β-phenylalanine and the corresponding β-lactams (3R, 4S)- and (3S, 4S)-3-methyl-4-phenylazetidinones.

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Article type: Paper
DOI: 10.1039/C39930001153
Citation: J. Chem. Soc., Chem. Commun., 1993,0, 1153-1155
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    Asymmetric syntheses of β-phenylalanine, α-methyl-β-phenylalanines and derivatives

    S. G. Davies, N. M. Garrido, O. Ichihara and L. A. S. Walters, J. Chem. Soc., Chem. Commun., 1993, 0, 1153
    DOI: 10.1039/C39930001153

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