Synthesis of carbocyclic analogues of<scp>D</scp>-glucosamine and<scp>L</scp>-idosamine from<scp>D</scp>-flucosamine

Abstract

Derivatives of pseudo-D-glucosamine and pseudo-L-idosamine have been prepared from the chiral cyclohexanone (1) by a short sequence, including methoxy-methylenation or methylenation, followed by stereoselective oxymercuration or hydroboration, respectively of the resulting vinyl ether (2) and exocyclic methylene (3).