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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 22
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Original Articles

TiCl4, Dioxane—A Facile and Efficient System for De-O-Benzylation, De-O-Allylation, and De-O-Xylylation of Phenolic Ethers

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Pages 3891-3896 | Received 13 Jun 2003, Published online: 19 Aug 2006
 

Abstract

Simultaneous de-O-xylylation and reductive coupling was observed when 1 equiv. of the dialdehyde 2a/2b was treated with 5 equiv. of each TiCl4 and Zinc which lead to the development of TiCl4 in dioxane as a new system for the facile deprotection of phenolic ethers 4a–4d, 5a–5d, and 6a–6c.

Acknowledgment

The authors thank Ms. P. Vasumathi for her help during this investigation. VM thanks CSIR, New Delhi for financial assistance and the authors thank DST, New Delhi and UGC-SAP for financial assistance.

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