Enantioselective Synthesis of Nabscessin C.

Enantioselective synthesis of nabscessin C ( 1 ), an aminocyclitol amide with antimicrobial activity, is reported. Starting from myo -inositol, (+)-nabscessin C was synthesized in 12 isolation steps. Desymmetrization of 2-deoxygenated 4,6-dibenzylinositol was achieved using lipase from porcine pancreas (PPL), and the stereochemistry was established by X-ray crystallography. This method has the potential for synthesizing other cyclitol-derived compounds.