Abstract
A formal synthesis of salinosporamide A is described. The tertiary alcohol function in salinosporamide A was stereoselectively generated via the substrate control by the reaction of a cyclic ketone derived from D-glucose with Me 3 Al, and subsequent Over-man rearrangement of an allylic trichloroacetimidate effectively constructed the tetrasubstituted carbon with nitrogen. Formation of γ-lactam, followed by the introduction of a cyclohexenyl unit furnished the Corey's intermediate of salinosporamide A.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have