4.4 Article

Stereoselective Mannich reactions catalyzed by Troger's base derivatives in aqueous media

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 9, Pages 1062-1065

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.12.067

Keywords

Troger's base derivatives; Stereoselectivity; Aqueous media; Mannich reaction

Funding

  1. National Natural Sciences Foundation of China [207721M]
  2. Natural Sciences Foundation of Jiangsu Province [BK2007028]
  3. Surpassing Project in Jiangsu Province [QL200607]

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A Troger's base derivative (5,12-dimethyl-3,10-diphenyl-1,3,4,8,10,11-hexaazatetracyclo [6.6.1.0(2.6).0(9.13)] pentadeca-2(6),4,9(13)11-tetraenes) was used as an efficient catalyst for the three-component Mannich reactions of aromatic aldehydes and aromatic amines with ketones in water at room temperature. This rapid reaction afforded the corresponding beta-amino ketones in good yields with excellent stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.

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