Diastereoselective Construction of Eight-Membered Carbocycles through Palladium-Catalyzed C(sp<sup>3</sup>)–H Functionalization
Bin Wan, Zhuoer Lu, Zhuo Wu, Cang Cheng, Yanghui Zhang
Abstract
A palladium-catalyzed cross-coupling reaction of 2-alkylphenyl bromides with biphenylene has been developed. The reactions formed eight-membered carbocycles through C(sp3)–H activation and the formation of two C–C bonds, and the chiral products were obtained with excellent diastereoselectivity. The reaction provides a new strategy for the construction of eight-membered carbocycles, and the products represent a novel type of chiral scaffold.
Topics & Concepts
BiphenyleneChemistryPalladiumCatalysisSurface modificationCombinatorial chemistryCoupling reactionMedicinal chemistryStereochemistryOrganic chemistryPolymerPhysical chemistryPhenyleneCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions