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Highly Diastereoselective Crown Ether Catalyzed Arylogous Michael Reaction of 3-Aryl Phthalides.

Marina SicignanoAntonella Dentoni LittaRosaria SchettiniFrancesco De RiccardisGiovanni PierriConsiglia TedescoIrene IzzoGiorgio Della Sala
Published in: Organic letters (2017)
The first arylogous Michael reaction of 3-aryl phthalides has been developed. The reaction, promoted by catalytic amounts of KOH or K3PO4 and dibenzo-18-crown-6, affords the corresponding 3,3-disubstituted phthalides in good to high yields and as single diastereomers in nearly all studied cases.
Keyphrases
  • crystal structure
  • visible light