Efficient Synthesis of Sugar Iminopyrrolidine Derivatives via an Intramolecular Staudinger-aza-Wittig-Type Reaction

Abstract

We report herein the first example of a Staudinger-aza-Wittig-type reaction on a substituted furanoside in which a β-azido glyco-α-aminonitrile was converted into fused iminopyrrolidines in good yields, and the following hydrolysis gave the corresponding conformationally restricted glycoamino acids.