4.8 Article

Catalytic Enantioselective Synthesis of N,C,C-Trisubstituted -Amino Acid Derivatives Using 1H-Imidazol-4(5H)-ones as Key Templates

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 23, Pages 6883-6886

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501275

Keywords

amino acids; asymmetric catalysis; Michael additions; organocatalysis; synthetic methods

Funding

  1. University of the Basque Country UPV/EHU [UFI 11/22]
  2. Basque Government [IT-628-13]
  3. Ministerio de Economia y Competitividad (MEC), Spain [CTQ2013-47925-C2-1-P]
  4. UPV/EHU

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1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic -amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) -amino acid derivatives.

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