Study of the asymmetric synthesis of (Z)-γ-substituted α,β- didehydroglutamates from N-alkylideneglycinates

Article abstract of DOI:10.1016/S0040-4020(99)00357-9

The synthesis of (Z)-γ-substituted-α,β-didehydroglutamates has been accomplished either starting from the glycinates 1 or the α, β- didehydroglutamates 6. In the first case, no reaction of the lithium enolates 3 was observed, and the use of the naked anions 4 was required; while in the second case, the lithium enolates 7 reacted successfully with alkyl halides to afford the target molecules.