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Communication

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

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Rachel Lerebours and Christian Wolf*

Department of Chemistry, Georgetown University, Washington, D.C. 20057

J. Am. Chem. Soc., 2006, 128 (40), pp 13052–13053

DOI: 10.1021/ja063476c

Publication Date (Web): September 20, 2006

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

, cw27@georgetown.edu

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 under otherwise identical reaction conditions.

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Published In Issue October 11, 2006
Received May 18, 2006

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Communication

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