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Oxazolium Salts as Organocatalysts for the Umpolung of Aldehydes

Venkata Krishna Rao Garapati, Michel Gravel*

*Department of Chemistry, University of Saskatchewan, Saskatoon, SK Canada, S7N 5C9, Email: michel.gravelusask.ca

V. K. R. Garapati, M. Gravel, Org. Lett., 2018, 20, 6372-6375.

DOI: 10.1021/acs.orglett.8b02636 (free Supporting Information)



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Abstract

Oxazolium salts can successfully be employed as organocatalysts for Stetter reaction, benzoin condensation, and redox esterification reactions. This type of catalyst proved remarkably effective for the Stetter reaction of challenging substrates such as β-alkyl-α,β-unsaturated ketones and electron-rich aromatic aldehydes.

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Catalyst Comparison in the Stetter Reaction between p-Methoxybenzaldehyde and trans-Chalcone



Key Words

Stetter Reaction, Organocatalysis


ID: J54-Y2018