A total synthesis of (±)-Mitomycin K. Oxidation of the mitosene C9-9a double bond by (hexamethylphosphoramido)oxodiperoxomolybdenum (VI) (MoO 5 · HMPA)

Abstract

A synthesis of (±)-Mitomycin K has been achieved in thirteen steps from commerically available 2,5-dimethylanisole in a 1.36% overall yield. One of the key steps is the oxidation of the C9-9a double bond of 1 by (hexamethylphosphoramido)oxodiperoxomolybdenum (VI) to give 5a and b. This allows for the facile introduction of the C-9a methoxy group into the mitomycin skeleton.