Palladium‐Catalyzed Allylic Alkylation of Simple Ketones with Allylic Alcohols and Its Mechanistic Study |
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| Authors: | Xiaohong Huo Dr. Guoqiang Yang Prof. Delong Liu Prof. Yangang Liu Prof. Ilya D. Gridnev Prof. Wanbin Zhang |
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| Affiliation: | 1. School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240 (China) http://wanbin.sjtu.edu.cn;2. School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University (China);3. Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki 3‐6, Aoba‐ku, Sendai 9808578 (Japan) |
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| Abstract: | Allylic alcohols were directly used in Pd‐catalyzed allylic alkylations of simple ketones under mild reaction conditions. The reaction proceeded smoothly at 20 °C by the concerted action of a Pd catalyst, a pyrrolidine co‐catalyst, and a hydrogen‐bonding solvent, and does not require any additional reagents. A computational study suggested that methanol plays a crucial role in the formation of the π‐allylpalladium complex by lowering the activation barrier. |
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| Keywords: | allylic alcohol allylic alkylation DFT calculation organocatalysis palladium |
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