Stereoselective Total Synthesis of Unnatural (+)-Anisomycin

Abstract

Stereoselective total synthesis of unnatural (+)-anisomycin from d-glucose has been achieved with an overall yield of 23%. The key synthetic features are regioselective opening of an epoxide, azidation of the resulting alcohol, and finally one-pot hydrogenation leading to cyclization to the pyrrolidine ring in a single step.

Key words

anisomycin - d-glucose - total synthesis - Grignard reaction - chloromesyl chloride - azidation - cyclization

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