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, Tulane University, New Orleans, Louisiana 70118 thai@tulane.edu
J. Org. Chem., 2003, 68 (3), pp 1146–1149
DOI: 10.1021/jo026469p
Publication Date (Web): December 21, 2002
Copyright © 2003 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

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A mild deprotection strategy for allyl ethers under basic conditions in the presence of a palladium catalyst is described. Under these conditions, aryl allyl ethers can be cleaved selectively in the presence of alkyl allyl ethers. These conditions are also effective in the deprotection of allyloxycarbonyl groups. The utility of the current methodology in sequence specific dendrimer synthesis is demonstrated.

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History

  • Published In Issue February 07, 2003
  • Received September 23, 2002

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