The photolytic and hydrolytic lability of sisyl (Si (SiMe 3) 3) ethers, an alcohol protecting group
MA Brook, S Balduzzi, M Mohamed, C Gottardo
Index: Brook; Balduzzi; Mohamed; Gottardo Tetrahedron, 1999 , vol. 55, # 33 p. 10027 - 10040
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Citation Number: 40
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 salts ...
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