Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 11-12, Pages 1749-1752Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900247
Keywords
cross-benzoin reaction; N-heterocyclic carbenes; organocatalysis; trifluoromethyl substitution; umpolung
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Funding
- Fonds der Chemischen Industrie
- Deutsche Torschungsgemeinschaft
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A direct intermolecular cross-benzoin-type condensation catalyzed by an N-heterocyclic carbene has been developed. The cross-coupling of commercially available aromatic aldehydes and trifluoromethyl ketones results in alpha-hydroxy-alpha-trifluoromethyl ketones bearing a quaternary stereocenter with excellent chemoselectivity and good to excellent yields.
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