A stereoselective synthesis of (±)-actinobolamine
Abstract
A three-step sequence involving an imino ester heterocycloaddition, stereoselective epoxidation of the adduct 4 and subsequent toluene-p-sulphonic acid-promoted rearrangement afforded the 6-azabicyclo[3.2.1]octane 7 in excellent overall yield; elaboration of this 6-azabicyclo[3.2.1]octane skeleton to (±)-actinobolamine is described.