Journal
ORGANIC LETTERS
Volume 15, Issue 23, Pages 5916-5919Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4021942
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- [24750102]
- Grants-in-Aid for Scientific Research [24750102] Funding Source: KAKEN
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N-Heterocyclic carbenes (NHCs) were found to catalyze the unprecedented cyclotetramerization of acrylates, producing the trisubstituted cyclopentenones in moderate yields. The proton or deuterium adducts of the deoxy-Breslow intermediate derived from NHC and two molecules of methyl acrylate were obtained. A reaction mechanism involving the new umpolung/cyclization sequence is proposed.
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