Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins |
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Authors: | Manna Madhu Sudan Kumar Vikas Mukherjee Santanu |
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Affiliation: | Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India. |
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Abstract: | A direct vinylogous Michael reaction of γ-substituted deconjugated butenolides with nitroolefins has been developed with the help of a newly identified quinine-derived bifunctional catalyst, allowing the synthesis of densely functionalized products with contiguous quaternary and tertiary stereocenters in excellent yield with perfect diastereoselectivity (>20:1 dr) and high enantioselectivity (up to 99:1 er). |
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