Synthesis of chiral α-alkynyl-α-hydroxyamides by enantioselective alkynylation of α-keto amides

Abstract

The α-hydroxyamide moiety is an important structural component in a wide variety of biologically active compounds and natural products. Herein, we describe a highly efficient and practical approach towards chiral quaternary α-alkynyl-α-hydroxyamides by Me₂Zn-mediated addition of terminal alkynes to α-keto amides. The desired products are obtained in good yields and enantioselectivities with broad substrate and reagent scopes.