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An Efficient One-Pot Synthesis of Unsymmetrical Ethers: A Directly Reductive Deoxygenation of Esters Using an InBr3/Et3SiH Catalytic System

Norio Sakai,* Toshimitsu Moriya and Takeo Konakahara

*Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan, Email: sakachemrs.noda.tus.ac.jp

N. Sakai, T. Moriya, T. Konakahara, J. Org. Chem., 2007, 72, 5920-5922.

DOI: 10.1021/jo070814z (free Supporting Information)


Abstract

A novel one-pot procedure for a directly reductive conversion of esters to the corresponding ethers by Et3SiH in the presence of a catalytic amount of InBr3 is described. This simple catalytic system appeared to be remarkably tolerant to several functional groups.

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proposed mechanism



Key Words

reduction of esters, triethylsilane, indium


ID: J42-Y2007-2490