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功能导向的芳基烯烃的区域和对映选择性烯丙位 C-H 官能化。

Functionality-Directed Regio- and Enantio-Selective Olefinic C-H Functionalization of Aryl Alkenes.

机构信息

College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, No.2318, Yuhangtang Road, Hangzhou, Zhejiang, 311121, China.

Department of chemistry, Eastern Institute for Advanced Study, Ningbo, 315200, Zhejiang, China.

出版信息

Chem Rec. 2023 May;23(5):e202300012. doi: 10.1002/tcr.202300012. Epub 2023 Mar 9.

DOI:10.1002/tcr.202300012
PMID:36892157
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.

摘要

芳基烯烃是无数药物和天然产物中最广泛存在的结构基序之一,芳基烯烃的直接 C-H 功能化提供了通向有价值的类似物的原子经济性途径。其中,在芳环上带有导向基团的基团导向选择性烯烃 α-和 β-C-H 功能化引起了人们的极大关注,包括炔基化、烯基化、氨基羰基化、氰基化、多米诺环化等。这些转化通过内和外 C-H 环金属化进行,并以优异的位置立体选择性提供芳基烯烃衍生物。对映选择性的 α-和 β-烯烃 C-H 功能化也被用于合成轴手性苯乙烯。

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