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Pd(II)-Catalyzed Asymmetric Annulation toward the Synthesis of 2,3-Disubstituted Chiral Indenols

Chang-Xue Gu, Wenwen Chen, Ming‐Hua Xu

2020The Journal of Organic Chemistry25 citationsDOI

Abstract

An enantioselective asymmetric annulation of 2-formylboronic acids with internal alkynes has been realized using a chiral phosphinooxazoline/palladium(II) catalyst. The reaction tolerates a variety of alkynes including the relatively inert diaryl substituted internal ones. A wide range of optically active 2,3-disubstituted indenols was afforded in high yields with good to excellent enantioselectivities (up to 99% yield and 99% ee).

Topics & Concepts

AnnulationEnantioselective synthesisYield (engineering)CatalysisChemistryPalladiumInertCombinatorial chemistryOptically activeOrganic chemistryMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry Methods
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