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Letter

Palladium-Catalyzed Oxidative Amination of Alkenes: Improved Catalyst Reoxidation Enables the Use of Alkene as the Limiting Reagent

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Michelle M. Rogers, Vasily Kotov, Jaruwan Chatwichien, and Shannon S. Stahl*

Department of Chemistry, University of WisconsinMadison, 1101 University Avenue, Madison, Wisconsin 53706

Org. Lett., 2007, 9 (21), pp 4331–4334

DOI: 10.1021/ol701903r

Publication Date (Web): September 21, 2007

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

, stahl@chem.wisc.edu

Abstract

Palladium-catalyzed methods for intermolecular aerobic oxidative amination of alkenes have been identified that are compatible with the use of alkene as the limiting reagent. These procedures, which enhance the utility of this reaction with alkenes that are not commercially available, are demonstrated with substrates bearing dialkyl ether, carboxyester, epoxide, and silyl ether groups.

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Published In Issue October 11, 2007
Received August 5, 2007

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Letter

Palladium-Catalyzed Oxidative Amination of Alkenes: Improved Catalyst Reoxidation Enables the Use of Alkene as the Limiting Reagent