Formal Synthesis of Salinosporamide A Starting from D-Glucose

[摘要]：A formal synthesis of salinosporarmde A is described. The tertiary alcohol function in salinosporarmde A was stereoselectively generated via the substrate control by the reaction of a cyclic ketone derived from D-glucose with Me3Al, and subsequent Overman rearrangement of an allylic trichloroacetimidate effectively constructed the tetrasubstituted carbon with nitrogen. Formation of gamma-lactam, followed by the introduction of a cyclohexenyl unit furnished the Corey's intermediate of salinosporamide A.

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