Synergic effect of hydrogen bonding and dipole repulsion in the ring-closing metathesis of N-homoallyl-2-(hydroxymethyl)acrylamides |
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| Authors: | Pengbo Lu Zhongxian Liu Yuehai Shen |
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| Affiliation: | Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, China |
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| Abstract: | This study reveals that the Ru-catalyzed ring-closing metathesis of N-homoallyl-2-(hydroxymethyl)acrylamides is promoted by substrate-catalyst hydrogen bonding as well as dipole repulsion between the electron-rich side-chain and the carbonyl group, providing clues for designing effective synthetic routes towards 5,6-dihydro-2(1H)-pyridinones. |
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| Keywords: | Corresponding author. Ring-closing metathesis Hydrogen bonding Hoveyda-Grubbs second generation catalyst |
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