A novel and chemoselective transformation of alcohol silyl ethers into thecorresponding tetrahydropyranyl ethers

Citation
T. Suzuki et T. Oriyama, A novel and chemoselective transformation of alcohol silyl ethers into thecorresponding tetrahydropyranyl ethers, SYNTHESIS-S, (4), 2001, pp. 555-558
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
4
Year of publication
2001
Pages
555 - 558
Database
ISI
SICI code
0039-7881(200104):4<555:ANACTO>2.0.ZU;2-5
Abstract
Direct conversion of alcohol silyl ethers into the corresponding tetrahydro pyranyl (THP) ethers can be easily performed by reaction with THP acetate u nder the influence of a catalytic amount of tert-butyldimethylsilyl trifluo romethanesulfonate (TB-SOTf). Aliphatic TBS ether can be selectively transf ormed into the corresponding THP ether in the presence of phenolic TBS ethe r.