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Tandem intramolecular oxa-Michael addition/decarboxylation reaction catalyzed by bifunctional cinchona alkaloids: facile synthesis of chiral flavanone derivatives
Authors:Hai-Feng WangHua Xiao  Xiao-Wei WangGang Zhao
Affiliation:a Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 LingLing Lu, Shanghai 200032, China
b Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China
Abstract:Bifunctional cinchona alkaloids were used to catalyze a tandem intramolecular oxa-Michael addition/decarboxylation reaction of alkylidene β-ketoesters 1, providing a series of flavanone derivatives with up to 97% yield and 93% ee.
Keywords:Oxa-Michael addition   Decarboxylation   Enantioselectivity   Bifunctional cinchona alkaloids   Flavanones
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