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- Publisher
- Springer Journals
- Copyright
- Copyright © 2012 by Springer Science+Business Media Dordrecht
- Subject
- Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
- ISSN
- 0922-6168
- eISSN
- 1568-5675
- DOI
- 10.1007/s11164-012-0853-x
- Publisher site
- See Article on Publisher Site
Abstract
Several amino acids and their derivatives have been evaluated as organic catalysts for the nitroaldol reaction. It was found that when an unprotected amino group and an unprotected carboxylate group were present in the organocatalyst, both the nitroaldol reaction and subsequent elimination could occur to afford nitroalkenes from aromatic aldehydes and nitromethane. The best results were obtained by use of γ-amino acids derived from l-glutamine. It is suggested that the amino group is important for intermediate Schiff base formation and that the free carboxylate group facilitates the elimination step.
Journal
Research on Chemical Intermediates – Springer Journals
Published: Oct 19, 2012