ChemInform Abstract: Synthesis of α,β‐Diamino Acid Derivatives via Asymmetric Mannich Reactions of Glycine Imino Esters Catalyzed by a Chiral Phosphoramidite·Silver Complex.

Abstract

Abstract AgOTf·phosphoramidite complexes efficiently catalyze the enantioselective Mannich-type reaction between benzophenone-imine glycine methyl ester and N -tosyl aldimines in the absence of a base. The corresponding syn -adducts, which are the direct precursors of α,β-diamino acids, are obtained with moderate to good syn -diastereoselectivities (up to 9:1) and high enantioselectivities (up to 99% ee).