4.4 Article

The Ugi reaction with CF3-carbonyl compounds: effective synthesis of α-trifluoromethyl amino acid derivatives

Journal

TETRAHEDRON
Volume 64, Issue 51, Pages 11706-11712

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.10.004

Keywords

Ugi Reaction; Fluoral; Dipeptides; Opine; Fluorine chemistry

Funding

  1. Deutsche Forschungsgemeinschaft [113/812/0-1]
  2. Russian Science Support Founclaition

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The Ugi reaction with CF3-carbonyl compounds is described in detail. The method is efficient for the multicomponent preparation of alpha-trifluoromethyl (Tfm) amino acids, alpha-Tfm containing dipeptides, and iminodicarboxylic acids. In addition, the first protected CF3-opine derivative was prepared. The scope, limitations, and stereochemistry of the approach are discussed. (C) 2008 Elsevier Ltd. All rights reserved.

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