详细信息
Palladium-Catalyzed Enantioselective Four-Component Carbonylative Dicarbofunctionalization of Internal Alkenes With 1 Atm CO ( SCI-EXPANDED收录 EI收录)
文献类型:期刊文献
英文题名:Palladium-Catalyzed Enantioselective Four-Component Carbonylative Dicarbofunctionalization of Internal Alkenes With 1 Atm CO
作者:Xi, Yang[1,2];Wang, Chenchen[1,2];Fan, Linlin[1,2];Zhang, Yetong[1,2];Zhu, Wei-Hong[1,2];Qu, Jingping[1,2];Chen, Yifeng[1,2,3,4]
机构:[1]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Key Lab Adv Mat, Shanghai, Peoples R China;[2]East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Feringa Nobel Prize Scientist, Joint Int Res Lab Precis Chem & Mol Engn, Shanghai, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai, Peoples R China;[4]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang, Peoples R China
年份:2026
卷号:65
期号:10
外文期刊名:ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
收录:;EI(收录号:20260520005508);WOS:【SCI-EXPANDED(收录号:WOS:001672376300001)】;
基金:This work was supported by the Key Project of Science and Technology Innovation 2030 (No. 2023ZD0121001), National Natural Science Foundation of China (22171079, 22371071, 22571081, 92356301), Science and Technology Commission of Shanghai Municipality (Grant Number.24DX1400200), the Program of Introducing Talents of Discipline to Universities (B16017), the China Postdoctoral Science Foundation (2024M750901, 2023TQ0118), Postdoctoral Fellowship Program of CPSF (GZB20230212) and the Fundamental Research Funds for the Central Universities. We thank the Analysis and Testing Center of East China University of Science and Technology for help with NMR and HRMS analysis.
语种:英文
外文关键词:alkenes; carbonylation; cross-coupling; palladium catalysis; vicinal stereocenters
摘要:Transition metal-catalyzed carbonylation employing CO as a C1 feedstock is fundamental for synthesizing carbonyl compounds in industrial/fine chemical synthesis. Despite the ubiquity of chiral carbonyl motifs in bioactive molecules, general methods for catalytic asymmetric carbonylation under mild conditions remain scarce, hindered by stereocontrol challenges and competing pathways. Current approaches often rely on multistep sequences or restrictive intramolecular strategies. Herein, we report palladium-catalyzed intermolecular four-component carbonylative dicarbofunctionalization of internal alkenes, aryl diazonium salts, and nucleophiles under 1 atm CO. This method enables simultaneous control over regio-, diastereo-, and enantioselectivity, efficiently constructing congested vicinal stereocenters in acyclic chiral carbonyl scaffolds. Nucleophile modularity affords diverse enantioenriched esters or ketones in high yields and stereoselectivity. The mild conditions prevent racemization of chiral carbonyls, and derivatizations highlight broad synthetic utility.
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