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LiOAc-Catalyzed Chemoselective Deprotection of Aryl Silyl Ethers under Mild Conditions

Bing Wang*, Hui-Xia Sun and Zhi-Hua Sun

*Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China, Email: wangbingfudan.edu.cn

B. Wang, H.-X. Sun, Z.-H. Sun, J. Org. Chem., 2009, 74, 1781-1784.

DOI: 10.1021/jo802472s (free Supporting Information)


Abstract

An efficient and chemoselective protocol using LiOAc as a bifunctional Lewis acid-Lewis base catalyst allows the selective deprotection of aryl silyl ethers in the presence of  acetates, epoxides, and aliphatic silyl ethers.

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proposed mechanism



Key Words

TBDMS-Ethers, TBDPS-Ethers


ID: J42-Y2009-0620