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Design and concise synthesis of gem-difluoromethylenated analogue of 7-epi-castanospermine
Authors:Xin-Yi Jiang  ;Xiu-Hua Xu  ;Feng-Ling Qing
Institution:a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032, China; b College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China
Abstract:A novel gem-difluoromethylenated castanospermine analogue B was designed and synthesized, starting from 3-bromo-3,3-difluoropropene and L-()-malic acid. The key steps involve substitution cyclization reaction and RCM reaction to construct the aza fused bicyclic framework.
Keywords:lndolizidine  Castanospermine  gem-Difluoromethylene  Cyclization  Dihydroxylation
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