Issue 28, 2014

One-step chemoselective conversion of tetrahydropyranyl ethers to silyl-protected alcohols

Abstract

Aluminium trichloride catalyses the expeditious direct conversion of tetrahydropyranyl ethers to silyl ethers. This one-step transformation is chemoselective versus deprotection of the acetal and hydrosilylation of unsaturated carbon–carbon bonds, and can also be applied to linear acetals. A possible mechanism is tentatively proposed.

Graphical abstract: One-step chemoselective conversion of tetrahydropyranyl ethers to silyl-protected alcohols

Supplementary files

Article information

Article type
Paper
Submitted
22 Jan 2014
Accepted
12 Mar 2014
First published
12 Mar 2014

RSC Adv., 2014,4, 14475-14479

Author version available

One-step chemoselective conversion of tetrahydropyranyl ethers to silyl-protected alcohols

J. Bergueiro, J. Montenegro, C. Saá and S. López, RSC Adv., 2014, 4, 14475 DOI: 10.1039/C4RA00655K

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