Stereocontrolled synthesis of Ψ[CH=CH] dipeptide isosteres

Abstract
A new Stereocontrolled synthesis of the Ψ[CH=CH] dipeptide isostere is described. They key step of the sequence relies on the stereospecific α‐alkylation of δ‐amino‐γ‐mesyloxy‐α,β‐unsaturated esters. The broad availability of nucleophilic α‐side chains by this method allows the preparation of a wide variety of Ψ[CH=CH] isosteres with predictable stereochemistry.