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Synthesis of enantiopure, densely functionalized carbocycles from vinyl nitro-modified carbohydrates

Authors : Chinmoy Manna and Tanmaya Pathak*



A powerful, flexible, and stereoselective general strategy for the construction of chirally pure six-membered carbocycles from easily available vinyl nitro-modified hexofuranosides is described. By using a Michael addition reaction followed by ring opening and ring closure, densely functionalized carbasugars decorated with multiple chiral centers are obtained in good overall yields.


Nitrovinyl carbohydrates, 1,3-dicarbonyl compounds, Michael addition, enantioselectivity, carbocycles