A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers

Title: A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers

Volume: 2 Issue: 1

Author(s): G. V. M. Sharma, B. Srinivas and Palakodety Radha Krishna

Affiliation:

Keywords: zirconium(iv) chloride, chemoselective deprotection, isopropanol, t-butyldimethylsilyl ethers, t-butyldiphenylsilyl ethers

Abstract: A highly selective and efficient method for the chemoselective deprotection of t-butyldimethylsilyl (TBS) ethers using 20 mol% of zirconium(IV) chloride as Lewis acid in isopropanol is reported. Remarkable selectivity was observed towards the TBS group deprotection while TPS remains unaffected. The reaction is fast and the conditions are tolerable to a variety of protecting groups, carbohydrates and terpenes. The products are obtained in excellent yields.

Cite this article as:

Sharma V. M. G., Srinivas B. and Krishna Radha Palakodety, A Remarkable Zirconium(IV) Chloride Catalyzed Highly Selective Deprotection of t-Butyldimethylsilyl (TBS) Ethers in Presence of t- Butyldiphenylsilyl (TPS) Ethers, Letters in Organic Chemistry 2005; 2 (1) . https://dx.doi.org/10.2174/1570178053400199