Palladium-Catalyzed Difunctionalization of 1,3-Diene with Amine and Disilane under a Mild Re-oxidation System.
作者信息
Torii Kazuyuki, Kawakubo Atsushi, Lin Xianjin, Fujihara Tetsuaki, Yajima Tatsuo, Obora Yasushi
机构信息
Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University, Suita, Osaka, 564-8680, Japan.
Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.
出版信息
Chemistry. 2021 Mar 12;27(15):4888-4892. doi: 10.1002/chem.202100043. Epub 2021 Feb 15.
A highly regioselective and stereoselective difunctionalization reaction of 1,3-diene with amine and disilane to form C-N and C-Si bonds via a one-step Pd/Cu/O system is disclosed. The difunctionalization reaction affords allylic silanes, including the allylic amine moiety, in up to 92 % yield in the absence of any acid, base, or external ligand. The developed synthetic methodology can be scaled to 100 g in high yield with high Z-selectivity, which demonstrates the feasibility of the reaction for industrial applications.
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