Chiral Selenide-Catalyzed Enantioselective Allylic Reaction and Intermolecular Difunctionalization of Alkenes: Efficient Construction of C-SCF3 Stereogenic Molecules

被引：146

作者：

Liu, Xiang

Lang, Yaoyu

Ji, Jieying

Luo, Jie

Zhao, Xiaodan ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Inst Organ Chem, Sch Chem, Guangzhou 510275, Guangdong, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 14期

基金：

中国国家自然科学基金;

关键词：

HYPERVALENT IODONIUM YLIDE; MEDICINAL CHEMISTRY; ELECTROPHILIC TRIFLUOROMETHYLTHIOLATION; INTRAMOLECULAR CARBOSULFENYLATION; ORGANOSELENIUM COMPOUNDS; DIRECTING GROUP; FLUORINATION; ALKYNES; REAGENTS; OLEFINS;

D O I：

10.1021/jacs.8b01513

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New approaches for the synthesis of enantiopure trifluoromethylthiolated molecules by chiral selenide-catalyzed allylic trifluoromethylthiolation and intermolecular difunctionalization of unactivated alkenes are disclosed. In these transformations, functional groups were well tolerated, and the desired products were obtained in good yields with excellent chemo-, enantio-, and diastereoselectivities. This reaction is nicely complementary to enantioselective trifluoromethylthiolation, allylic functionalization, and intermolecular alkene difunctionalization.

引用

页码：4782 / 4786

页数：5