Preparation of Acyclic N-Acyl-N,O-acetals by Decarboxylation of N-Protected α-Amino Acids and Studies of Asymmetric Amidoalkylation with Trimethylsilyl Cyanide

Abstract

Oxidative decarboxylation of N-acyl-α-amino acids with lead tetra-acetate followed by treatment with methanol provides a facile method for preparation of acyclic N-acyl-N,O-acetals, which can be used in asymmetric α-amidoalkylation reactions using trimethylsilyl cyanide as nucleophile.