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Ligand-Controlled Regiodivergent Asymmetric [5 + 2] and [3 + 2] Annulations of Vinyl Indoloxazolidones Catalyzed by Palladium

Zhi Gang Zhao, Xing‐Xing Yang, Guang‐Yao Ran, Qin Ouyang, Wei Du, Ying‐Chun Chen

2021Organic Letters28 citationsDOI

Abstract

Here, we present palladium-catalyzed regiodivergent asymmetric annulations of vinyl indoloxazolidones, which can act as 1,5-carbodipoles or 1,3-carbodipoles by tuning the chiral ligands and conditions, in the assemblies with sulfamate-derived cyclic imines and even activated alkenes. A diversity of polycyclic products are generally constructed with high regio- and enantioselectivity.

Topics & Concepts

ChemistryPalladiumCatalysisLigand (biochemistry)Combinatorial chemistryEnantioselective synthesisStereochemistryOrganic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry Methods
Ligand-Controlled Regiodivergent Asymmetric [5 + 2] and [3 + 2] Annulations of Vinyl Indoloxazolidones Catalyzed by Palladium | Litcius