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  • An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers.

An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers.

Carbohydrate research (2012-05-09)
Shiqiang Yan, Ning Ding, Wei Zhang, Peng Wang, Yingxia Li, Ming Li
ABSTRACT

An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the presence of various types of other protecting groups in good to excellent yields in acetonitrile. This heterogeneous reaction does not require aqueous workup, and the supported catalyst can be readily recycled.

MATERIALS
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Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis