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The sisyl (tris(trimethylsilyl)silyl) group: A fluoride resistant, photolabile alcohol protecting group

โœ Scribed by Michael A. Brook; Christine Gottardo; Sonya Balduzzi; Mustafa Mohamed

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
253 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The use of the tris(trimethylsilyl)silyl (sisyl) group as a photolabile 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%).

๐Ÿ“œ SIMILAR VOLUMES

The photolytic and hydrolytic lability o
The photolytic and hydrolytic lability of sisyl (Si(SiMe3)3) ethers, an alcohol protecting group
โœ Michael A. Brook; Sonya Balduzzi; Mustafa Mohamed; Christine Gottardo ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 852 KB

The tris(trimethylsilyl)silyl (sisyl) group is a photolabile protecting group for primary and secondary alcohols. Slsyl (tris(trimethylsilyl)silyl) ethers 2b-llb of a number of primary and secondary alcohols 2a-lla were prepared in yields ranging from 70-97%. The resulting silyl ethers were stable t