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Palladium-Catalyzed Asymmetric C–C Bond Activation/Carbonylation of Cyclobutanones

Long Chen, Cong Shi, Wei Li, Bo Li, Jie Zhu, Aijun Lin, Hequan Yao

2022Organic Letters22 citationsDOI

Abstract

A palladium-catalyzed asymmetric C–C bond activation/carbonylation of cyclobutanones with CO has been developed. This reaction provided an efficient method for the synthesis of chiral indanones bearing a quaternary carbon stereocenter in good yields with an excellent enantiomeric ratio, exhibiting good functional group tolerance. Transformations of the products to chiral 3,4-dihydroquinolin-2(1H)-one and 1H-indene further demonstrated the versatility of this reaction.

Topics & Concepts

StereocenterChemistryCarbonylationPalladiumCatalysisIndeneFunctional groupCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisCarbon monoxidePolymerCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis
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