An Aza-Enolate Strategy Enables Iridium-Catalyzed Enantioselective Hydroalkenylations of Minimally Polarized Alkenes en Route to Complex N-Aryl β2-Amino Acids

被引：2

作者：

Hong, Fenglin ^{[1
]}

Robertson, Craig M. ^{[1
]}

Bower, John F. ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2024年 / 146卷 / 33期

基金：

欧洲研究理事会;

关键词：

ALKYLATION; HYDROARYLATION; HYDROGENATION;

D O I：

10.1021/jacs.4c07519

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cationic Ir(I)-complexes modified with homochiral diphosphines promote the hydroalkenylative cross-coupling of beta-(arylamino)acrylates with monosubstituted styrenes and alpha-olefins. The processes are dependent on the presence of an NH unit, and it is postulated that metalation of this generates an iridium aza-enolate that engages the alkene during the C-C bond forming event. The method offers high branched selectivity and enantioselectivity and occurs with complete atom economy. Diastereocontrolled reduction of the products provides beta(2)-amino acids that possess contiguous stereocenters.

引用

页码：22923 / 22929

页数：7