Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 40, Pages 14190-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja906361g
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Funding
- DFG
- DAAD
- Alexander von Humboldt Foundation
- International NRW Graduate School of Chemistry
- Alfried Krupp von Bohlen und Halbach Foundation
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An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N-mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford substituted chroman-4-ones in moderate to excellent yields, even ones containing all-carbon quaternary centers.
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