Highly diastereoselective bis-hydroxylation of the amino-deoxy-conduritol C ring system. A formal synthesis of the aminocyclitol moiety of the antibiotic Hygromycin A

Abstract

A formal synthesis of the aminocyclitol fragment of the antibiotic Hygromycin A is reported using, as a key step, a highly diastereoselective bis-hydroxylation of an amino-deoxy-conduritol C derivative, easily accesible from an 7-oxanorbornenic derivative which in turn can be synthesised from furan.