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Catalytic Asymmetric Reductive Michael Cyclization

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Yang,  Jung Woon
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Hechavarria Fonseca,  Maria T.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Yang, J. W., Hechavarria Fonseca, M. T., & List, B. (2005). Catalytic Asymmetric Reductive Michael Cyclization. Journal of the American Chemical Society, 127(43), 15036-15037. doi:10.1021/ja055735o.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A478-A
Abstract
A highly efficient and chemo-, regio-, diastereo-, and enantioselective organocatalytic tandem conjugate reduction−Michael cyclization of enal enones has been developed. Accordingly, treating the enal enone with a Hantzsch dihydropyridine in the presence of a catalytic amount of an imidazolidinone organocatalyst provides cyclic keto aldehydes in high yields and enantiomeric excesses. The reaction works well with aliphatic and aromatic substrates in the synthesis of five- and six-membered carbacyclic derivatives.