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Org Lett. 2007 Aug 2;9(16):3145-8. Epub 2007 Jul 12.

Selectivity enhancement of silica-supported sulfonic acid catalysts in water by coating of ionic liquid.

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  • 1Laboratoire de Catalyse en Chimie Organique, UMR 6503, CNRS-Université de Poitiers, ESIP, 40 Avenue du Recteur, Poitiers Cedex 86022, France.

Abstract

Coating of silica-supported sulfonic acid catalysts with hydrophobic ionic liquid leads to a significant improvement of catalyst selectivity. Many organic reactions, including Prins cyclization, cycloaddition of epoxide to aldehyde, and dehydrative etherification of secondary benzyl alcohols, proceed well in formalin or pure water. In particular, tandem dehydration/Prins cyclization reactions of tertiary and secondary alcohols with formaldehyde were developed for the first time.

PMID:
17628072
DOI:
10.1021/ol071356j
[PubMed]
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