doi: 10.1021/ja906361g.
N-heterocyclic carbene-catalyzed hydroacylation of unactivated double bonds
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- PMID: 19807174
- DOI: 10.1021/ja906361g
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N-heterocyclic carbene-catalyzed hydroacylation of unactivated double bonds
J Am Chem Soc.
.
Abstract
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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