4.0 Article

Asymmetric organocatalytic N-nitroso-aldol reaction of oxindoles

Journal

TETRAHEDRON-ASYMMETRY
Volume 21, Issue 23, Pages 2800-2806

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2010.11.002

Keywords

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Funding

  1. National Natural Science Foundation of China
  2. Ministry of Science and Technology [2009ZX09501-006, 2010CB833305]
  3. Chinese Academy of Sciences

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An organocatalytic enantioselective N-nitroso-aldol reaction of 2-oxindoles promoted by a cinchona alkaloid catalyst has been developed. The reaction shows exclusively N-selectivity, affording corresponding products with good to excellent yields (up to 100%) and moderate enantioselectivity. The regioselectivity of nitroso-aldol reaction being controlled by different cinchona catalysts was also observed. (C) 2010 Elsevier Ltd. All rights reserved.

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