A mild, efficient, inexpensive, and selective cleavage of primary tert-butyldimethylsilyl ethers by oxone in aqueous methanol

Authors
Sabitha, G Syamala, M Yadav, JS
Citation
G. Sabitha et al., A mild, efficient, inexpensive, and selective cleavage of primary tert-butyldimethylsilyl ethers by oxone in aqueous methanol, ORG LETT, 1(11), 1999, pp. 1701-1703
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
11
Year of publication
1999
Pages
1701 - 1703
Database
ISI
SICI code
1523-7060(199912)1:11<1701:AMEIAS>2.0.ZU;2-O
Abstract
[GRAPHICS] The use of a 50% aqueous methonolic solution of Oxone is described for the selective cleavage of primary tert-butyldimethylsilyl and aryl ethers at ro om temperature. This method enables one to deprotect tert-butyldimethylsily l ethers of primary alcohols in the presence of tert-butyldimethylsilyl eth ers of secondary and tertiary alcohols and phenols. The silyl ethers of phe nols were deprotected at longer reaction times.