Synthesis of protected racemic β, γ-unsaturated-α-amino acids via γ-phenylseleno-α, β-unsaturated esters

JN Fitzner, DV Pratt, PB Hopkins

Index: Fitzner, Jeffrey N.; Pratt, Daniel V.; Hopkins, Paul B. Tetrahedron Letters, 1985 , vol. 26, # 16 p. 1959 - 1962

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Citation Number: 26

Abstract

The selenides, protected β,γ-unsaturated-α-amino acids, and β,γ-unsaturated-α-amino acids described herein were characterized by 1 H NMR, IR, and low resolution MS. Selected selenides, protected β,γ-unsaturated-α-amino acids and β,γ-unsaturated-α-amino acids gave correct elemental composition data (exact mass or combustion analysis). ... 20% increase in the yield of the rearrangement step. ... The mechanistic implications of this observation ...