4.7 Article

Zirconium(IV) chloride catalyzed new and efficient protocol for the selective cleavage of p-methoxybenzyl ethers

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 11, Pages 4574-4575

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo026897v

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A highly selective and efficient method for the unmasking of p-methoxybenzyl (PMB) ethers and esters has been developed by use of 20 mol % of zirconium(IV) chloride as Lewis acid in acetonitrile. The present method is very fast, and the conditions are tolerable to a variety of acid/base-sensitive protecting groups and substrates such as carbohydrates, terpenes, and amino acids. The products are obtained in good to high yields.

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