Citation: Jun HUA, Zhi Yong JIANG, Yan Guang WANG. An Efficient and Chemoselective Deprotection of tert-Butyldimethylsilyl Protected Alcohols Using SnCl₂·2H₂O as Catalyst[J]. Chinese Chemical Letters, ;2004, 15(12): 1430-1432. shu

An Efficient and Chemoselective Deprotection of tert-Butyldimethylsilyl Protected Alcohols Using SnCl₂·2H₂O as Catalyst

Department of Chemistry, Zhejiang University, Hangzhou 310027

Received Date: 3 November 2003

Fund Project: This work was financially supported by the National Natural Science Foundation of China (NO. 20272051) as well as the Teaching and Research Award Program for Outstanding Young Teachers in Higher Education Institutions of MOE, P. R. China.

An efficient and selective method for the deprotection of primary alcoholic tert-butyl-dimethylsiyl(TBS) ethers using SnCL₂·2H₂O as catalyst is described. The reaction conditions allow primary alcoholic TBS ethers to be desilylated chemoselectively in the presence of phenolic TBS ethers, secondary and tertiary alcolholic TBS ethers, and the extensively used TBDPS-,acetyl-, benzyloxycarbonyl-, p-toluenesulfonyl-and benzyl protective groups.
- tert-Butyldimethylsilyl(TBS) ethers,
- deprotection,
- tin dichloride
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