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Structurally divergent enantioselective synthesis of benzofuran fused azocine derivatives and spiro-cyclopentanone benzofurans enabled by sequential catalysis

Rupkumar Khuntia, Sanat Kumar Mahapatra, Lisa Roy, Subhas Chandra Pan

2023Chemical Science26 citationsDOIOpen Access PDF

Abstract

) with concomitant epimerization. The skeletally diversified products were formed in high yields with high diastereo- and enantioselectivities. Computational analysis with DFT and accurate DLPNO-CCSD(T) has been employed to gain deeper insights into mechanistic intricacies and investigate the role of chiral and Lewis base catalysts in skeletal diversity.

Topics & Concepts

ChemistryEnantioselective synthesisBenzofuranCyclopentanoneBifunctionalLewis acids and basesAnnulationCatalysisCombinatorial chemistryFrustrated Lewis pairImineOrganic chemistryCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisChemical Synthesis and Analysis