Synthesis of Axially Chiral Monofluoroalkenes via Nickel-Catalyzed Reductive Cross-Coupling of gem-Difluoroalkenes

被引：5

作者：

Yin, Tiantian ^{[1
]}

Jin, Ming ^{[1
]}

Zhao, Tiantian ^{[1
]}

Chang, Junbiao ^{[1
]}

Bai, Dachang ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs, NMPA Key Lab Res & Evaluat Innovat Drug,Pingyuan L, Xinxiang 453007, Henan, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 38期

基金：

中国国家自然科学基金;

关键词：

STEREOSELECTIVE-SYNTHESIS; DIVERSE SYNTHESIS; FUNCTIONALIZATION; CARBOXYLATION; FLUOROOLEFINS; FLUOROALKENES; BORYLATION; SECONDARY; TERTIARY; BONDS;

D O I：

10.1021/acs.orglett.4c03119

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioenriched monofluoroalkenes are important structural motifs in life science and functional materials. To date, only limited strategies were reported for the synthesis of monofluoroalkenes with stereogenic carbon centers; the axially chiral counterpart is still highly desirable. Herein, we report Ni-catalyzed defluorinative cross-electrophile coupling of gem-difluoroalkenes with biaryl electrophiles for the synthesis of axially chiral monofluoroalkenes. The resulting axially chiral monofluoroalkenes are formed with excellent regio- and stereoselectivities. Synthetic transformation of these axially enantioenriched monofluoroalkenes was also demonstrated.

引用

页码：8194 / 8199

页数：6

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