4.4 Article

Direct asymmetric α-amination of aldehydes with azodicarboxylates in ionic liquids catalyzed by imidazolium ion-tagged proline organocatalyst

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 47, Pages 6105-6107

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.09.036

Keywords

Asymmetric organocatalysis; Ionic liquids; alpha-Amination; Aldehydes; Recyclability

Funding

  1. National Natural Science Foundation of China [20832001, 20972065, 21074054]
  2. National Basic Research Program of China [2007CB925103, 2010CB92330]
  3. Program for The Major Scientific and Technological Special Project [2009ZX09103-081]

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Direct asymmetric alpha-amination of unmodified aldehydes with azodicarboxylates in ionic liquids in the presence of imidazolium ion-tagged L-proline organocatalyst 1 gives excellent enantioselectivities (up to 98% ee) and high chemical yields. The system can be easily recycled and reused for at least four times without significant loss of yields and enantioselectivity. (C) 2010 Published by Elsevier Ltd.

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