Palladium-Catalyzed <i>anti</i>-Carbosilylation of Alkynes to Access Isoquinolinone-Containing Exocyclic Vinylsilanes
Cang Cheng, Yanghui Zhang
Abstract
A Pd-catalyzed trans-selective carbosilylation reaction of alkynes has been developed. The trans-vinylpalladium species, generated through intramolecular syn-carbopalladation of alkynes and subsequent cis-trans isomerization, were captured by hexamethyldisilane to form multisubstituted vinylsilanes. This reaction provides a useful strategy for the stereoselective synthesis of isoquinolinone-containing exocyclic tetrasubstituted vinylsilanes.
Topics & Concepts
ChemistryIsomerizationIntramolecular forceCatalysisStereoselectivityPalladiumStereochemistryCombinatorial chemistryOrganic chemistryOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods