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Exo selective enantioselective nitrone cycloadditions
Authors:Sibi Mukund P  Ma Zhihua  Jasperse Craig P
Institution:Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105, USA. mukund.sibi@ndsu.nodak.edu
Abstract:We have developed a novel method for accessing exo adducts with high enantioselectivity in nitrone cycloadditions to enoates. Pyrazolidinones proved to be effective achiral templates in the cycloadditions, providing exo adducts typically in >15:1 selectivity and 90-98% ee. The use of Lewis acids that form square planar complexes, such as copper triflate, was important for obtaining high exo selectivity.
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