Palladium- and nickel-catalyzed intramolecular cyanoboration of alkynes |
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| Authors: | Suginome Michinori Yamamoto Akihiko Murakami Masahiro |
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| Institution: | Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, and PRESTO, Japan Science and Technology Corporation (JST), Sakyo-ku, Kyoto 606-8501, Japan. suginome@sbchem.kyoto-u.ac.jp |
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| Abstract: | Intramolecular addition of a boron-cyano bond across a carbon-carbon triple bond was achieved using palladium and nickel catalysts. Cyano(diisopropylamino)boryl homopropargyl ethers underwent regio- and stereoselective 5-exo cyclization, forming five-membered cyclic boryl ethers in high yields. The cyanoboration products thus obtained served as new precursors for the synthesis of highly substituted alpha,beta-unsaturated nitriles via transition-metal-catalyzed transformations. |
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