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Highly enantioselective conjugate addition of malononitrile to 2-enoylpyridines with bifunctional organocatalyst
Authors:Nagaraju Molleti  Nirmal K Rana  Vinod K Singh
Affiliation:Department of Chemistry, Indian Institute of Science Education and Research Bhopal , ITI (Gas Rahat) Building, Govindpura, India 460 023, and Department of Chemistry, Indian Institute of Technology Kanpur , India 208 016.
Abstract:An efficient enantioselective conjugate addition of malononitrile to a range of β-substituted 2-enoylpyridines catalyzed by cinchona alkaloid-based bifunctional urea catalysts has been developed. Both enantiomers of the products could be achieved with the same level of enantioselectivity by using pseudoenantiomeric catalysts in up to 97% ee and in excellent yields. One of the enantioenriched products has been transformed to a highly functionalized piperidone derivative.
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