Tetrahedron letters

A novel, highly efficient and selective desilylating method for trialkylsilyl ethers

ASY Lee, HC Yeh, JJ Shie

Index: Lee, Adam Shih-Yuan; Yeh, Hsiu-Chih; Shie, Jiun-Jie Tetrahedron Letters, 1998 , vol. 39, # 29 p. 5249 - 5252

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Citation Number: 43

Abstract

A series of tert-butyldimethylsilyl, tert-butyldiphenylsilyl and triisopropylsilyl ethers are hydrolyzed to theirs corresponding alcohols in CBr 4CH 3OH (0.1 eq. 10mL) reaction system under refluxing condition. The chemoselectivity can be achieved between primary and secondary triisopropylsilyl ethers when more hindered 2-propanol is used instead of methanol.

~89%

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Selective deprotection of alcoholic and phenolic silyl ether...

[Collington, Eric W.; Finch, Harry; Smith, Ian J. Tetrahedron Letters, 1985 , vol. 26, # 5 p. 681 - 684]