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Functionality‐Directed Regio‐ and Enantio‐Selective Olefinic C−H Functionalization of Aryl Alkenes

Yuhang Zhu, Yilei Liao, Shuqi Jin, Liyuan Ding, Guofu Zhong, Jian Zhang

2023The Chemical Record10 citationsDOI

Abstract

Aryl alkenes represents one of the most widely occurring structural motif in countless drugs and natural products, and direct C-H functionalization of aryl alkenes provides atom- step efficient access toward valuable analogues. Among them, group-directed selective olefinic α- and β-C-H functionalization, bearing a directing group on the aromatic ring, has attracted remarkable attentions, including alkynylation, alkenylation, amino-carbonylation, cyanation, domino cyclization and so on. These transformations proceed by endo- and exo-C-H cyclometallation and provide aryl alkene derivatives in excellent site- stereo-selectivity. Enantio-selective α- and β- olefinic C-H functionalization were also covered to synthesis axially chiral styrenes.

Topics & Concepts

Surface modificationArylChemistryAlkeneCyanationCarbonylationCombinatorial chemistryStereochemistryOrganic chemistryCatalysisCarbon monoxidePhysical chemistryAlkylAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions