Oxazolium Salts as Organocatalysts for the Umpolung of Aldehydes
Date
10/1/2018
Authors
Garapati, Venkata Krishna Rao
Gravel, Michel
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ACS Publications
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Article
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Abstract
Oxazolium salts were successfully employed for the first time as organocatalysts for benzoin, Stetter, and redox esterification reactions. An N-mesityl oxazolium salt catalyzed homobenzoin reaction of aromatic, heteroaromatic, and aliphatic aldehydes delivered α-hydroxy ketones in high yields. This new 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 in comparison to common thiazolium and triazolium salts.
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Garapati, V. K. R.; Gravel, M. Org. Lett. 2018, 20, 6372-6375. https://doi.org/10.1021/acs.orglett.8b02636
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Citation
Garapati, V. K. R.; Gravel, M. Org. Lett. 2018, 20, 6372-6375. https://doi.org/10.1021/acs.orglett.8b02636
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DOI
10.1021/acs.orglett.8b02636