Oxidative deprotection of trimethylsilyl ethers, tetrahydropyranyl ethers,and ethylene acetals with benzyltriphenylphosphonium peroxymonosulfate under microwave irradiation

Authors
Hajipour, AR Mallakpour, SE Baltork, IM Adibi, H
Citation
Ar. Hajipour et al., Oxidative deprotection of trimethylsilyl ethers, tetrahydropyranyl ethers,and ethylene acetals with benzyltriphenylphosphonium peroxymonosulfate under microwave irradiation, SYN COMMUN, 31(11), 2001, pp. 1625-1631
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
11
Year of publication
2001
Pages
1625 - 1631
Database
ISI
SICI code
0039-7911(2001)31:11<1625:ODOTET>2.0.ZU;2-I
Abstract
This paper describes the oxidation deprotection of trimethylsilyl ethers, t etrahydrophyranyl ethers and deprotection of ethylene acetals to afford car bonyl compounds using benzyltriphenylphosphonium peroxymonosulfate (1) (PhC H2PPh3HSO5) in the presence of a catalytic amount of bismuth chloride under microwave irradiation. This reagent is a stable white powder, which has be en prepared by the dropwise addition of an aqueous solution of benzyltriphe nylphosphonium chloride to an aqueous solution of oxone(R) at room temperat ure.