Stereoinversion of β-and γ-substituted α-amino acids using a chemo-enzymatic oxidation–reduction procedure

…, FR Alexandre, G Roff, IG Fotheringham…

Index: Enright, Alexis; Alexandre, Francois-Rene; Roff, Geoffrey; Fotheringham, Ian G.; Dawson, Michael J.; Turner, Nicholas J. Chemical Communications, 2003 , # 20 p. 2636 - 2637

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Citation Number: 19

Abstract

Enantiomerically pure β-substituted α-amino acids are valuable building blocks for the synthesis of peptidomimetics and enzyme inhibitors. 1 The incorporation of a β-substituent into an α-amino acid (eg. β-methylphenylalanine) generally leads to restricted conformational flexibility in peptides offering the prospect of developing high affinity ligands for receptors. Methods for the preparation of β-substituted α-amino acids include resolution, 2 asymmetric catalysis, 3 and also ...