Palladium‐Catalyzed Oxidative Heck‐Type Allylation of β,β‐Disubstituted Enones with Allyl Carbonates

Advanced Synthesis and Catalysis - Tập 356 Số 9 - Trang 2097-2102 - 2014
Weiwei Jin1, Qin Yang1, Ping Wu1, Jiping Chen1, Zhengkun Yu1
1Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian, Liaoning 116023, People's Republic of China

Tóm tắt

AbstractThe palladium‐catalyzed oxidative Heck‐type allylation of β,β‐disubstituted enones, i.e., α‐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 β,β‐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 ß,ß‐disubstituted enones through a Heck‐type allylation process.magnified image

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