THE SISYL (TRIS(TRIMETHYLSILYL)SILYL) GROUP - A FLUORIDE RESISTANT, PHOTOLABILE ALCOHOL PROTECTING GROUP

Authors
BROOK MA GOTTARDO C BALDUZZI S MOHAMED M
Citation
Ma. Brook et al., THE SISYL (TRIS(TRIMETHYLSILYL)SILYL) GROUP - A FLUORIDE RESISTANT, PHOTOLABILE ALCOHOL PROTECTING GROUP, Tetrahedron letters, 38(40), 1997, pp. 6997-7000
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
40
Year of publication
1997
Pages
6997 - 7000
Database
ISI
SICI code
0040-4039(1997)38:40<6997:TS(G-A>2.0.ZU;2-X
Abstract
The use of the tris(trimethylsilyl)silyl (sisyl) group as a photolabil e protecting group for primary and secondary alcohols was demonstrated . Sisyl ethers of a number of alcohols (yields 70-97%) were stable to many synthetic protocols, but could be deprotected using photolysis to give the starting alcohols (yields 62-95%). (C) 1997 Elsevier Science Ltd.