Chiral Selenide-Catalyzed, Highly Regio- and Enantioselective Intermolecular Thioarylation of Alkenes with Phenols

被引：31
|
作者：
Zhang, Yuanyuan [1 ,2 ]
Liang, Yaoyu [1 ,2 ]
Zhao, Xiaodan [1 ,2 ]
机构：
[1] Sun Yat Sen Univ, Sch Chem, Inst Organ Chem, Guangzhou 510275, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem, MOE Key Lab Bioinorgan & Synthet Chem, Guangzhou 510275, Peoples R China
来源：
ACS CATALYSIS | 2021年 / 11卷 / 06期
基金：
中国国家自然科学基金;
关键词：
alkenes; chiral phenols; electrophilic thioarylation; organocatalysis; asymmetric catalysis;
D O I：
10.1021/acscatal.1c00296
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Enantioselective electrophilic three-component thioarylation of alkenes by chiral selenide catalysis with free phenols as arylating sources is disclosed. A variety of chiral phenols were achieved in high regio-, enantio-, and diastereoselectivities. Mechanistic studies revealed that this transformation went through carbon nucleophilic attack to give the products rather than the process of intramolecular rearrangement of phenolic ether intermediates. The application of this organocatalytic method in the alkylation of methoxy-substituted benzenes elucidated its generality.
引用
收藏
页码：3755 / 3761
页数：7
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