4.7 Article

Asymmetric organocatalytic cascade Michael/hemiketalization/retro-Henry reaction of beta,gamma-unsaturated ketoesters with alpha-nitroketones

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 20, Pages 5819-5821

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11124h

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Funding

  1. National University of Singapore [R143000408133, R143000408733, R143000443112]

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An unprecedented enantioselective organocatalytic Michael/hemiketalization/retro-Henry cascade sequence is described, which catalyzed by a simple bifunctional indane amine-thiourea catalyst. This process provides a new route to the enantioselective synthesis of 5-nitro-pent-2-enoates, a precursor to alpha-ketolactam.

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