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ZrCl4 as an Efficient Catalyst for a Novel One-Pot Protection/Deprotection Synthetic Methodology

Surendra Singh, Colm D. Duffy, Syed Tasadaque A. Shah and Patrick J. Guiry*

*Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland, Email: patrick.guiryucd.ie

S. Singh, C. D. Duffy, S. T. A. Shah, P. J. Guiry, J. Org. Chem., 2008, 73, 6429-6432.

DOI: 10.1021/jo800932t (free Supporting Information)



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Abstract

ZrCl4 was an efficient catalyst for  the deprotection of 1,3-dioxalanes, bis-TBDMS ethers, and diacetate functional groups in excellent yields. ZrCl4 also promoted diol protection as the acetonide in very good yields  and acted as a transesterification catalyst for a range of esters.

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Key Words

Acetonides


ID: J42-Y2008-2280