Copper-Catalyzed Highly Efficient and Asymmetric Allylic C-H Oxidation of 3-Aryl-Substituted Terminal Alkenes

被引：0

作者：

Zhou, Yibo ^{[1
,2
]}

Chen, Pinhong ^{[1
,2
]}

Liu, Guosheng ^{[1
,2
,3
]}

机构：

[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[2] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China

[3] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, New Cornerstone Sci Lab, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2025年 / 147卷 / 26期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

FUNCTIONALIZATION; OLEFINS; COMPLEXES; AMINATION; HECK;

D O I：

10.1021/jacs.5c05382

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric allylic C(sp(3))-H oxidation of terminal alkenes provides a streamlined process for accessing allylic alcohols and their derivatives; however, it represents a long-standing challenge in the field for several decades. Herein, we disclosed a copper-catalyzed approach for the enantioselective allylic C(sp(3))-H oxidation of terminal alkenes, facilitated by introducing a sterically bulky B(2)Im(C6F5)(6) anion. Notably, a wide range of aryl-substituted terminal alkenes were used as limiting reagents, delivering various products with excellent enantioselectivity and regioselectivity (up to 99% ee, >20:1 b/l). Mechanistically, the bulky counteranion was found to be essential for achieving excellent enantioselective control and high catalytic efficiency

引用

页码：22873 / 22882

页数：10

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