Design and concise synthesis of gem-difluoromethylenated analogue of 7-epi-castanospermine

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.

Graphical abstractA novel gem-difluoromethylenated castanospermine analogue was designed and synthesized. The key steps involve substitution cyclization reaction and RCM reaction to construct the aza fused bicyclic framework.Figure optionsDownload full-size imageDownload as PowerPoint slide