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Chemoselective Nucleophilic Arylation and Single-Step Oxidative Esterification of Aldehydes Using Siloxanes and a Palladium-Phosphinous Acid as a Reaction Switch

Rachel Lerebours and Christian Wolf*

*Department of Chemistry, Georgetown University, Washington, D.C. 20057, Email: cw27georgetown.edu

R. Lerebours, C. Wolf, J. Am. Chem. Soc., 2006, 128, 13052-13053.

DOI: 10.1021/ja063476c (free Supporting Information)



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Abstract

Aldehydes and siloxanes form methyl esters in a single step through mild oxidative esterification in the presence of a palladium catalyst or, alternatively, afford secondary alcohols via TBAF-promoted arylation in the absence of a catalyst at increased temperatures.


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Key Words

Oxidative Esterification, 1,2-Addition, Microwave Synthesis


ID: J48-Y2006-3320