A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH2X2 derived C1-building blocks

Abstract

A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C₁-units is reported. The underlying synthesis of C₆-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been realized for every glycol motif by strategic variation of the sequence.