Preparation of analogues of the carbohydrate moiety of the polyoxins
Abstract
Syntheses of 2-C-[ethoxycarbonyl(formylamino)methylene] carbohydrate derivates by formylaminomethylenation of two pentofuranosulosides and a pentopyranosuloside are described. Hydrogenation of the unsaturated branched-chain compounds gave glycosides bearing protected amino-acid moieties as substituents at C-2. Hydrolysis and reduction experiments that establish the structures of the branched-chain compounds are described.