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Oxazolium Salts as Organocatalysts for the Umpolung of Aldehydes.

A new interesting article has been published in Org Lett. 2018 Oct 19;20(20):6372-6375. doi: 10.1021/acs.orglett.8b02636. Epub 2018 Oct 1. and titled:

Oxazolium Salts as Organocatalysts for the Umpolung of Aldehydes.

Authors of this article are:

Garapati VKR, Gravel M.

A summary of the article is shown below:

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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