Stereocontrolled convergent synthesis of hydroxyethylene dipeptide isosteres by the reaction of α-amino aldehyde with alkoxytitanium homoenolates

Abstract

The reaction of (S)-α-dibenzylamino aldehydes with dichloroisopropoxytitanium ester homoenolates gave the corresponding γ-aminoalkyl γ-lactones with high erythro selectivity. The same reaction by the use of amide homoenolates also afforded the corresponding 2-amino alcohols with high erythro-selectivity.