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A Mild Deprotection Strategy for Allyl-Protecting Groups and Its Implications in Sequence Specific Dendrimer Synthesis

Dharma Rao Vutukuri, Pandi Bharathi, Zhouying Yu, Karthik Rajasekaran, My-Huyen Tran and S. Thayumanavan*

*Department of Chemistry, 701A LGRT, University of Massachusetts, 710 North Pleasant Street, Amherst, MA 01003-9336, Email: thaichem.umass.edu

D. R. Vutukuri, P. Bharathi, Z. Yu, K. Rajasekaran, M.-H. Tran, S. Thayumanavan, J. Org. Chem., 2003, 68, 1146-1149.

DOI: 10.1021/jo026469p


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Abstract

A mild deprotection strategy for allyl ethers under basic conditions in the presence of a palladium catalyst allows the deprotection of aryl allyl ethers in the presence of alkyl allyl ethers. These conditions are also effective in the deprotection of allyloxycarbonyl groups.

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Key Words

allyl ethers, deprotection


ID: J42-Y2003-1860