Desymmetrization-Addition Reaction of Cyclopropenes to Imines via Synergistic Photoredox and Cobalt Catalysis

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期刊论文

作者：

He, Xiang-Kui;Lu, Liang-Qiu;Yuan, Bao-Ru;Luo, Jia-Long;Cheng, Ying;...

通讯作者：

Xiao, WJ

作者机构：

[Lu, Liang-Qiu; Cheng, Ying; Yuan, Bao-Ru; Luo, Jia-Long; Xiao, Wen-Jing; Xiao, WJ; He, Xiang-Kui] Cent China Normal Univ, Coll Chem, Engn Res Ctr Photoenergy Utilizat Pollut Control &, Minist Educ, Wuhan 430079, Peoples R China.

[Lu, Liang-Qiu; Xiao, Wen-Jing; Xiao, WJ] Wuhan Inst Photochem & Technol, Wuhan 430080, Peoples R China.

[Lu, Liang-Qiu] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China.

[Xiao, Wen-Jing; Xiao, WJ] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.

通讯机构：

[Xiao, WJ ] C

Cent China Normal Univ, Coll Chem, Engn Res Ctr Photoenergy Utilizat Pollut Control &, Minist Educ, Wuhan 430079, Peoples R China.

Wuhan Inst Photochem & Technol, Wuhan 430080, Peoples R China.

Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.

语种：

英文

期刊：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

ISSN：

0002-7863

年：

2024

卷：

146

期：

页码：

18892-18898

DOI：

10.1021/jacs.4c07096

基金类别：

National Key R&D Program of China [2023YFA1507203, 2022YFA1506100]; National Natural Science Foundation of China [91956201, 22271113, 22271111, 21820102003]; Central China Normal University; Wuhan Institute of Photochemistry and Technology

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

Herein, we designed a reaction for the desymmetrization-addition of cyclopropenes to imines by leveraging the synergy between photoredox and asymmetric cobalt catalysis. This protocol facilitated the synthesis of a series of chiral functionalized cyclopropanes with high yield, enantioselectivity, and diastereoselectivity (44 examples, up to 93% yield and >99% ee). A possible reaction mechanism involving cyclopropene desymmetrization by Co-H species and imine addition by Co-alkyl species was proposed. This study provides a novel route to important chiral cyclopropanes and e...

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Desymmetrization-Addition Reaction of Cyclopropenes to Imines via Synergistic Photoredox and Cobalt Catalysis

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