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Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins
Authors:Manna Madhu Sudan  Kumar Vikas  Mukherjee Santanu
Affiliation:Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
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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