Palladium-Catalyzed Oxidative Heck-Type Allylation of β,β-Disubstituted Enones with Allyl Carbonates
2014
The palladium-catalyzed oxidative heck-type allylation of beta,beta-disubstitutedenones, i.e., alpha-oxoketene dithioacetals, was efficiently realized with allyl carbonates, providing a concise route to highly functionalized dienes. the present synthetic methodology utilizes the substrate activation strategy to activate the c-h bond of beta,beta-disubstituted enones by introduction of a 1,2-dithiolane functionality to make the enone substrate highly polarized and thus increase its reactivity, demonstrating rare examples for transition metal-catalyzed allylic substitution of beta,beta-disubstituted enones through a heck-type allylation process.
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