4.4 Article

Enantioselective organocatalytic aldol reaction of unactivated ketones with isatins

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 32, Pages 4080-4083

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.05.013

Keywords

Organocatalysis; Thiourea; Isatin; Enamine mechanism; 3-Alkyl-3-hydroxyindolin-2-ones

Funding

  1. Department of Science and Technology, India
  2. Council of Scientific and Industrial Research, New Delhi

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Enantioselective organocatalytic direct aldol reaction of unactivated ketones with various isatin derivatives was developed using cinchonine based urea ligand employing a noncovalent catalysis mechanism. Using this protocol we can access functionalized 3-alkyl-3-hydroxyindolin-2-ones in high yields with good to excellent enantioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

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