Photoredox/Cr-catalyzed enantioselective radical-polar crossover transformation via C-H functionalization
2025-02-04
发表期刊NATURE COMMUNICATIONS (IF:14.7[JCR-2023],16.1[5-Year])
ISSN2041-1723
EISSN2041-1723
卷号16期号:1
发表状态已发表
DOI10.1038/s41467-025-56372-1
摘要

Asymmetric multicomponent reactions that aim to control multiple chiral centers with high selectivity in a single step remain an on-gonging challenge. The realm of enantioselective radical-polar crossover transformation achieved through C-H Functionalization has yet to be fully explored. Herein, we present a successful description of a photoredox/Cr-catalyzed enantioselective three-component (hetero)arylalkylation of 1,3-dienes through C-H functionalization. A diverse array of chiral homoallylic alcohols could be obtained in good to excellent yields, accompanied by outstanding enantioselectivity. The asymmetric radical-polar crossover transformation could build two chiral centers simultaneously and demonstrates broad substrate tolerance, accommodating various drug-derived aldehydes, (hetero)aromatics, and 1,3-diene derivatives. Preliminary mechanistic studies indicate the involvement of a radical intermediate, with the chiral allylic chromium species reacting with various aliphatic and aromatic aldehydes through Zimmerman-Traxler transition states enabled by dual photoredox and chiral chromium catalysis.

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收录类别SCI
语种英语
资助项目the startup funding from ShanghaiTech University[
WOS研究方向Science & Technology - Other Topics
WOS类目Multidisciplinary Sciences
WOS记录号WOS:001414689800004
出版者NATURE PORTFOLIO
文献类型期刊论文
条目标识符https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/490272
专题物质科学与技术学院
物质科学与技术学院_硕士生
物质科学与技术学院_博士生
物质科学与技术学院_PI研究组_黄焕明组
通讯作者Huang, Huan-Ming
作者单位
ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
第一作者单位物质科学与技术学院
通讯作者单位物质科学与技术学院
第一作者的第一单位物质科学与技术学院
推荐引用方式
GB/T 7714
Tang, Si-Yuan,Wang, Zhan-Jie,Ao, Yu,et al. Photoredox/Cr-catalyzed enantioselective radical-polar crossover transformation via C-H functionalization[J]. NATURE COMMUNICATIONS,2025,16(1).
APA Tang, Si-Yuan,Wang, Zhan-Jie,Ao, Yu,Wang, Ning,&Huang, Huan-Ming.(2025).Photoredox/Cr-catalyzed enantioselective radical-polar crossover transformation via C-H functionalization.NATURE COMMUNICATIONS,16(1).
MLA Tang, Si-Yuan,et al."Photoredox/Cr-catalyzed enantioselective radical-polar crossover transformation via C-H functionalization".NATURE COMMUNICATIONS 16.1(2025).
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