A new synthesis of α-amino acids (E)-β,γ-enol ethers

Abstract

Various N-protected amino acids bearing an enol ether side chain were synthesized by a new method allowing a great versatility in the introduction of both the N-protective groups and the enol ether moieties. This method deals with a Wittig-Horner condensation to afford the α,β-dehydro homoserine ethers derivatives, followed by a regio and stereo selective isomerization into β,γ-enol ethers.