Synthesis of C-Aryl Furanosides by the 'Reverse Polarity' Strategy

摘要

The C-aryl glycoside antitumor antibiotics have served as the inspiration for the recent development of synthetic methods which connect the polyketide "aglycone" and the carbohydrate appendage. One of these methods, developed in our labs, is based on a novel application of the umpolung concept. It uses the addition of a lithio glycal to a quinol ketal or quinone and the reductive or nonreductive aromatization of the adduct as the key steps.