Issue 12, 2012

Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction

Abstract

An efficient method for the synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans has been developed from the reaction of aldehydes and ethyl 2-(1-hydroxyalkyl/hydroxy(phenyl)methyl)-5-methylhex-4-enoate using (3,5)-oxonium-ene reaction promoted by boron trifluoride etherate in good yields under mild conditions.

Graphical abstract: Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction

Supplementary files

Article information

Article type
Paper
Submitted
24 Oct 2011
Accepted
25 Jan 2012
First published
26 Jan 2012

Org. Biomol. Chem., 2012,10, 2470-2481

Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction

P. Saha, A. Bhunia and A. K. Saikia, Org. Biomol. Chem., 2012, 10, 2470 DOI: 10.1039/C2OB06832J

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