Chiral Lewis Base/Achiral Acid <scp>Co‐Catalyzed</scp> Atroposelective Sulfenylation of Pyrrole Derivatives: Construction of C—N Axially Chiral Sulfides
Qin Yang, Huiyun Luo, Deng Zhu, Xinyu Zhang, Hua Ke, Zhi‐Min Chen
Abstract
Comprehensive Summary Chiral BINAM‐derived selenide/achiral acid co‐catalyzed atroposelective electrophilic sulfenylation of pyrrole derivatives has been realized for the first time. A variety of C—N axially chiral sulfur‐containing pyrrole derivatives were readily obtained in moderate to good yields with moderate to excellent enantioselectivities. This catalytic system involves sequential desymmetrization and kinetic resolution.
Topics & Concepts
ChemistryPyrroleKinetic resolutionCatalysisDesymmetrizationLewis acids and basesElectrophileBase (topology)Tartaric acidOrganic chemistryCombinatorial chemistryEnantioselective synthesisMathematicsMathematical analysisCitric acidAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralitySphingolipid Metabolism and Signaling