4.4 Article

Naturally occurring α-amino acid: a simple and inexpensive catalyst for the selective synthesis of 5-aryl-2-oxazolidinones from CO2 and aziridines under solvent-free conditions

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 6, Pages 928-932

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.12.031

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Funding

  1. National Natural Foundation of China [20625205, 20772034, 20932002]
  2. Guangdong Natural Science Foundation [07118070]

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Naturally occurring a-amino acid successfully catalyzed cycloaddition of aziridine with carbon dioxide to afford 5-aryl-2-oxazolisinones under mild conditions without the need of any additives. The scope of this reaction is very general, providing the corresponding products in good yields and excellent regioselectivity (87:13-100:0) regardless of the a-amino acid examined and a wide variety of N-substituted aziridines employed. Two possible reaction pathways for the reaction were also discussed. (C) 2009 Published by Elsevier Ltd.

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