1265173-23-6Relevant articles and documents
Formal synthesis of salinosporamide a starting from D-glucose
Momose, Takayuki,Kaiya, Yuji,Hasegawa, Jun-Ichi,Sato, Takaaki,Chida, Noritaka
, p. 2983 - 2991 (2009)
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 Me3Al, and subsequent Overman rearrangement of an allylic trichloroacetimidate effectively constructed the tetrasubstituted carbon with nitrogen. Formation of g-lactam, followed by the introduction of a cyclohexenyl unit furnished the Corey's intermediate of salinosporamide A. Georg Thieme Verlag Stuttgart.