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Anion Relay Chemistry Enables Stereoselective Carbonyl-Alkyne Metathesis Reactions

Ruipeng Li, Xiang‐Rong Xu, Zhuzhu Zhang, Xiaomeng Gong, Shouchu Tang

2024Organic Letters13 citationsDOI

Abstract

Dithiane chemistry is increasingly advantageous in the development of novel anion relay chemistry (ARC) modes that harness their umpolung properties to address new chemical challenges. Herein, we report the use of an ARC strategy to promote the regioselective carbonyl alkyne metathesis (CAM) of various carbonyl compounds with alkynyl 1,3-dithianes. Notably, this ARC transformation provides a platform for obtaining stereodefined polysubstituted 1,3-dienes.

Topics & Concepts

ChemistryUmpolungDithianeRegioselectivityAlkyneMetathesisStereoselectivityCombinatorial chemistryOrganic chemistryCatalysisPolymerizationNucleophilePolymerSynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisCatalytic Cross-Coupling Reactions
Anion Relay Chemistry Enables Stereoselective Carbonyl-Alkyne Metathesis Reactions | Litcius