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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Copper-Catalyzed [4+2] Cycloaddition of 9 H-Cyclohepta[ b]pyridine-9-one and Electron-Rich Alkenes
Philipp J Gritsch1, Irene Gimenez-Nueno1, Laura Wonilowicz1
1Department of Chemistry , University of California, Berkeley , California 94720 , United States.
Abstract:
9 H-Cyclohepta[ b]pyridin-9-one was used as a diene cycloaddition partner to construct [3.2.2] bicycles in a copper-catalyzed [4+2] cycloaddition. Oxygen- and nitrogen-substituted terminal, disubstituted, trisubstituted, and cyclic alkenes reacted to afford the cycloadducts as single constitutional isomers in 48-80% yields and diastereomeric ratios up to 5.6:1.
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