| Title | Copper-Catalyzed Chemo- and Enantioselective Radical 1,2-Carbophosphonylation of Styrenes |
| Author | |
| Corresponding Author | Li, Zhong-Liang; Liu, Xin-Yuan |
| Publication Years | 2023-02-01
|
| DOI | |
| Source Title | |
| ISSN | 1433-7851
|
| EISSN | 1521-3773
|
| Volume | 62Issue:13 |
| Abstract | The copper-catalyzed enantioselective radical difunctionalization of alkenes from readily available alkyl halides and organophosphorus reagents possessing a P-H bond provides an appealing approach for the synthesis of alpha-chiral alkyl phosphorus compounds. The major challenge arises from the easy generation of a P-centered radical from the P-H-type reagent and its facile addition to the terminal side of alkenes, leading to reverse chemoselectivity. We herein disclose a radical 1,2-carbophosphonylation of styrenes in a highly chemo- and enantioselective manner. The key to the success lies in not only the implementation of dialkyl phosphites with a strong bond dissociation energy to promote the desired chemoselectivity but also the utilization of an anionic chiral N,N,N-ligand to forge the chiral C(sp(3))-P bond. The developed Cu/N,N,N-ligand catalyst has enriched our library of single-electron transfer catalysts in the enantioselective radical transformations. |
| Keywords | |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | First
; Corresponding
|
| Funding Project | National Key R&D Program of China["2021YFF0701604","2021YFF0701704"]
; National Natural Science Foundation of China["22025103","92256301","21831002","22101122"]
; Guangdong Innovative Program[2019BT02Y335]
; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]
; Shenzhen Science and Technology Program["KQTD20210811090112004","JCYJ20200109141001789"]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:000937292700001
|
| Publisher | |
| ESI Research Field | CHEMISTRY
|
| Scopus EID | 2-s2.0-85148042786
|
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:0
|
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/501473 |
| Department | Department of Chemistry 前沿与交叉科学研究院 深圳格拉布斯研究院 |
| Affiliation | 1.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China 3.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518055, Peoples R China 4.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China 5.Great Bay Univ, Inst Sci Res, Dongguan 523000, Peoples R China 6.Great Bay Univ, Sch Sci, Dongguan 523000, Peoples R China |
| First Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Corresponding Author Affilication | Academy for Advanced Interdisciplinary Studies; Department of Chemistry; Shenzhen Grubbs Institute |
| First Author's First Affilication | Department of Chemistry |
| Recommended Citation GB/T 7714 |
Zhou, Huan,Fan, Li-Wen,Ren, Yang-Qing,et al. Copper-Catalyzed Chemo- and Enantioselective Radical 1,2-Carbophosphonylation of Styrenes[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2023,62(13).
|
| APA |
Zhou, Huan.,Fan, Li-Wen.,Ren, Yang-Qing.,Wang, Li-Lei.,Yang, Chang-Jiang.,...&Liu, Xin-Yuan.(2023).Copper-Catalyzed Chemo- and Enantioselective Radical 1,2-Carbophosphonylation of Styrenes.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,62(13).
|
| MLA |
Zhou, Huan,et al."Copper-Catalyzed Chemo- and Enantioselective Radical 1,2-Carbophosphonylation of Styrenes".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62.13(2023).
|
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