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Chiral oxalamide phosphine (COAP)-Pd-catalyzed enantioselective cascade formal [4 + 1] annulation for enantioenriched 2,3-disubstituted indolines and further DFT study on regio- and stereocontrol

Sheng‐Suo Zhou, Junhao Shen, Wenkai Liu, Xing‐Yun Sun, Jiayu Song, Zheng Wang, Zheng‐Hang Qi, Xing‐Wang Wang

2023Organic Chemistry Frontiers17 citationsDOI

Abstract

COAP-Pd-catalyzed asymmetric cascade formal [4 + 1] annulation was developed between racemic vinyl benzoxazinones and N -tosylhydrazone sodium salts, affording trans -2,3-disubstituted indolines in good yields with high stereoselectivity.

Topics & Concepts

ChemistryAnnulationEnantioselective synthesisStereoselectivityPhosphineCascadeCatalysisCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and Catalysis
Chiral oxalamide phosphine (COAP)-Pd-catalyzed enantioselective cascade formal [4 + 1] annulation for enantioenriched 2,3-disubstituted indolines and further DFT study on regio- and stereocontrol | Litcius