Journal article
The photolytic and hydrolytic lability of sisyl (Si(SiMe3)3) ethers, an alcohol protecting group
Abstract
The tris(trimethylsilyl)silyl (sisyl) group is a photolabile protecting group for primary and secondary alcohols. Sisyl (tris(trimethylsilyl)silyl) ethers 2b–11b of a number of primary and secondary alcohols 2a–11a were prepared in yields ranging from 70–97%. The resulting silyl ethers were stable to aqueous bases, Grignard reagents and Wittig reagents as would be expected for bulky alkoxysilanes. They were also stable to selected fluoride …
Authors
Brook MA; Balduzzi S; Mohamed M; Gottardo C
Journal
Tetrahedron, Vol. 55, No. 33, pp. 10027–10040
Publisher
Elsevier
Publication Date
8 1999
DOI
10.1016/s0040-4020(99)00562-1
ISSN
0040-4020