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Hydrogen‐Bonding Catalysis of Tetraalkylammonium Salts in an Aza‐Diels–Alder Reaction |
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| Authors: | Yusuke Kumatabara Shiho Kaneko Satoshi Nakata Prof. Dr. Seiji Shirakawa Prof. Dr. Keiji Maruoka |
| Affiliation: | 1. http://seijishirakawa.wix.com/greenchemistry;2. Department of Environmental Science, Graduate School of Fisheries and Environmental Sciences, Nagasaki University, Nagasaki 852-8521, Japan;3. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, Japan |
| Abstract: | A piperidine‐derived tetraalkylammonium salt with a non‐coordinating counteranion worked as an effective hydrogen‐bonding catalyst in an aza‐Diels–Alder reaction of imines and a Danishefsky diene. The hydrogen‐bonding interaction between the ammonium salt and an imine was observed as part of a 1H NMR titration study. |
| Keywords: | aza-Diels– Alder reaction hydrogen bonds hydrogen-bonding catalysis organocatalysis tetraalkylammonium salts |