Highly enantioselective conjugate addition of malononitrile to 2-enoylpyridines with bifunctional organocatalyst |
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Authors: | Nagaraju Molleti Nirmal K Rana Vinod K Singh |
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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. |
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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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