A novel regioselective desulfation method specific to silyl ester of primary sulfate using silylating agents. Selective preparation of secondary alkyl sulfates having a primary hydroxy group

Authors
Horibe, M Oshita, H
Citation
M. Horibe et H. Oshita, A novel regioselective desulfation method specific to silyl ester of primary sulfate using silylating agents. Selective preparation of secondary alkyl sulfates having a primary hydroxy group, B CHEM S J, 74(1), 2001, pp. 181-182
Citations number
7
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
ISSN journal
00092673 → ACNP
Volume
74
Issue
1
Year of publication
2001
Pages
181 - 182
Database
ISI
SICI code
0009-2673(200101)74:1<181:ANRDMS>2.0.ZU;2-O
Abstract
The treatment of bis(trimethylsilyl)ester of 1-O-decylglycerol-2,3-disulfat e with trimethylsilyl-N-trimethyl-silylacetimidate (BSA) or (dimethy lamino )trimethylsilane caused regioselective desulfation to afford 1-O-decyl glyc erol-2-sulfate selectively in good yield. Silylating agents, having nitroge n, seems to be responsible for facilitating trimethylsiloxysulfonyl cation transfer.