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Concise synthesis of 1-epi-castanospermine
Authors:Bin Cheng  Yi-Xian Li  Yue-Mei Jia  Chu-Yi Yu
Affiliation:a Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China;b University of Chinese Academy of Sciences, Beijing 100049, China;c National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, China
Abstract:1-epi-Castanospermine (5) was synthesized from readily available 2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin (11) in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive amination as the main reaction steps.
Keywords:Reductive amination  Synthesis  Alkaloids  Glycosidase inhibitors  Polyhydroxylated indolizidines  
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