Rh-Catalyzed Enantioselective Aryl C-H Bond Cyclopropylation

被引：2

作者：

Palomo, Eric ^{[1
,3
]}

Krech, Anastasiya ^{[1
]}

Hsueh, Yu Jen ^{[1
]}

Li, Zexian ^{[1
]}

Suero, Marcos G. ^{[1
,2
]}

机构：

[1] Barcelona Inst Sci & Technol, Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

[2] ICREA, Barcelona 08010, Spain

[3] Univ Rovira i Virgili, Dept Quim Analit & Quim Organ, Tarragona 43007, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2025年 / 147卷 / 16期

基金：

欧洲研究理事会;

关键词：

LATE-STAGE FUNCTIONALIZATION; CYCLOPROPANATION; ACTIVATION; CARBENES;

D O I：

10.1021/jacs.5c02331

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we disclose the discovery and development of a site-, regio-, diastereo-, and enantioselective aryl C-H bond cyclopropylation using diazomethyl hypervalent iodine reagents, styrenes, and paddlewheel dirhodium carboxylate catalysts. A key aspect of this work was the catalytic generation of a chiral Rh(II) carbene through an electrophilic aromatic substitution with chiral Rh(II) carbynoids. The strategy allows the construction of cyclopropane rings using aryl C-H bonds from aromatic feedstocks and drug molecules and promises to reach an unexplored "cyclopropanated" chemical space highly difficult to reach by current strategies.

引用

页码：13120 / 13125

页数：6

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