Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Authors
Bassindale, AR Katampe, I Taylor, PG
Citation
Ar. Bassindale et al., Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate, CAN J CHEM, 78(11), 2000, pp. 1479-1483
Citations number
13
Categorie Soggetti
Chemistry
Journal title
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
ISSN journal
00084042 → ACNP
Volume
78
Issue
11
Year of publication
2000
Pages
1479 - 1483
Database
ISI
SICI code
0008-4042(200011)78:11<1479:ISSOCS>2.0.ZU;2-9
Abstract
Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by re moval of the solvent and trimethylchlorosilane gives phenyliodosulfate. Thi s can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the tr imethylchlorosilane is not removed, sultones are formed and a possible expl anation of this behaviour is given.