Catalytic Asymmetric Reductive Michael Cyclization
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- 6 October 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (43) , 15036-15037
- https://doi.org/10.1021/ja055735o
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.Keywords
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