Issue 43, 2012

Diastereoselective synthesis of substituted dihydropyrans via an oxonium–ene cyclization reaction

Abstract

Substituted dihydropyrans can be efficiently synthesized in good yields with excellent diastereoselectivity from the reaction of aldehydes or epoxides and ethyl 3-alkyl-3-hydroxy-5-methylhex-5-enoate via an oxonium–ene cyclization reaction catalyzed by trimethylsilyl trifluoromethanesulfonate (TMSOTf) under mild conditions.

Graphical abstract: Diastereoselective synthesis of substituted dihydropyrans via an oxonium–ene cyclization reaction

Supplementary files

Article information

Article type
Paper
Submitted
06 Jun 2012
Accepted
12 Sep 2012
First published
12 Sep 2012

Org. Biomol. Chem., 2012,10, 8730-8738

Diastereoselective synthesis of substituted dihydropyrans via an oxonium–ene cyclization reaction

P. Saha, P. Ghosh, S. Sultana and A. K. Saikia, Org. Biomol. Chem., 2012, 10, 8730 DOI: 10.1039/C2OB26088C

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