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- Title
Gold-Catalyzed Oxa-Povarov Reactions for the Synthesis of Highly Substituted Dihydrobenzopyrans from Diaryloxymethylarenes and Olefins.
- Authors
Pagar, Vinayak Vishnu; Tseng, Chang‐Chin; Liu, Rai‐Shung
- Abstract
Oxa-Povarov reactions involving readily available diaryloxymethylarenes and aryl-substituted alkenes are reported. Their [4+2] cycloadditions were efficiently catalyzed by IPrAuSbF6 (IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene) with high diastereoselectivity. Product analysis revealed that the reactions likely proceed by a stepwise ionic mechanism, because both E- and Z-configured β-methylstyrene gave the same cycloadducts in the same proportions.
- Subjects
GOLD catalysts; ORGANIC reaction mechanisms; ALKENES; RING formation (Chemistry); CHEMICAL adducts
- Publication
Chemistry - A European Journal, 2014, Vol 20, Issue 33, p10519
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201403285