A rapid, selective, and efficient method for deprotection of silyl ethers catalyzed by bismuth(III) salts

Authors
Firouzabadi, H Mohammadpoor-Baltork, I Kolagar, S
Citation
H. Firouzabadi et al., A rapid, selective, and efficient method for deprotection of silyl ethers catalyzed by bismuth(III) salts, SYN COMMUN, 31(6), 2001, pp. 905-909
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
6
Year of publication
2001
Pages
905 - 909
Database
ISI
SICI code
0039-7911(2001)31:6<905:ARSAEM>2.0.ZU;2-X
Abstract
A variety of trimethylsilyl (TMS) ethers of alcohols and phenols are easily and rapidly removed in the presence of catalytic amounts of bismuth(III) s alts, including BiCl3, Bi(TFA)(3), and Bi(OTf)(3) in methanol at room tempe rature in excellent yields. tert-Butyldimethylsilyl (TBDMS) ethers are iner t towards BiCl3 and Bi(TFA)3, but in the presence of Bi(OTf)(3), the corres ponding alcohols are obtained in excellent yields.