Highly Stereoselective Synthesis of Tetrasubstituted Vinyl Selenides via Rhodium-Catalyzed [1,4]-Acyl Migration of Selenoesters and Diazo Compounds
Xun-Shen Liu, Ming-Jia Li, Kexin Dong, Shaoting Peng, Lu Liu
Abstract
Herein, we disclose a highly stereoselective Rh(II)-catalyzed 1,4-acyl rearrangement of selenium esters and α-diazo carbonyl compounds, which provides an efficient method for synthesizing tetrasubstituted vinyl selenides. Furthermore, this reaction also offers a synthetic tool for medium and large ring compounds.
Topics & Concepts
ChemistryStereoselectivityDiazoRhodiumCatalysisSeleniumCombinatorial chemistryOrganic chemistryStereochemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions