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Regiocontrolled Wacker Oxidation of Cinnamyl Azides
Angela S Carlson1, Cristian Calcanas1, Ryan M Brunner1
1Department of Chemistry , University of Minnesota Twin Cities , Minneapolis , Minnesota 55455 , United States.
Abstract:
A highly regioselective Wacker oxidation has been developed for the oxidation of cinnamyl azides. The catalytic oxidation tolerates the azide functionality, and more than 15 β-azido ketones were isolated (25-92% yield). High regioselectivity for the aryl ketone is observed in all cases. A robustness screen was conducted to determine functional group tolerance. The products of the oxidaiton can be readily diversified.
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