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The sisyl (tris(trimethylsilyl)silyl) group: A...
Journal article

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

Abstract

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%).

Authors

Brook MA; Gottardo C; Balduzzi S; Mohamed M

Journal

Tetrahedron Letters, Vol. 38, No. 40, pp. 6997–7000

Publisher

Elsevier

Publication Date

October 1997

DOI

10.1016/s0040-4039(97)01673-0

ISSN

0040-4039