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Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of para-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives

文献类型：期刊论文

作者Hu, Kai-Wen1,2; You, Xiao1,2; Wang, Jin-Zheng1,2; Wen, Xiaoan1,2; Sun, Hongbin1,2; Xu, Qing-Long1,2; Lai, Zengwei3
刊名ORGANIC LETTERS
出版日期2021-10-15
卷号23期号:20页码:7873-7877
ISSN号1523-7060
DOI10.1021/acs.orglett.1c02889
通讯作者Sun, Hongbin(hongbinsun@cpu.edu.cn) ; Xu, Qing-Long(qlxu@cpu.edu.cn) ; Lai, Zengwei(2860879@sina.com)
英文摘要The development of enantioselective desymmetrization of para-quinamines with isocyanates catalyzed by chiral phosphoric acid is reported. The strategy provides concise access to functionalized imidazolidin-2-one derivatives in high yields and enantioselectivities under mild reaction conditions. Remarkably, this reaction could be performed on a gram scale using 5 mol % catalyst loading and the chiral imidazolidin-2-one derivatives could be easily transformed into valuable scaffolds without disturbing the enantiopurity, demonstrating the synthetic utility of this protocol.
WOS关键词ENANTIOSELECTIVE DESYMMETRIZATION ; ALKENYL ISOCYANATES ; 2+2+2 CYCLOADDITION ; MICHAEL REACTION ; CONSTRUCT ; LACTONES ; ALKYNES
资助项目National Natural Science Foundation of China[21971256] ; National Natural Science Foundation of China[22177121] ; National Natural Science Foundation of China[81773584] ; National Natural Science Foundation of China[21977118] ; Science and Technology Commission of Shanghai Municipality[20ZR1467800] ; Program for Jiangsu Province Innovative Research Team ; Double First-Class University project[CPU2018GY01] ; Double First-Class University project[CPU2018GY35] ; Double First-Class University project[CPU2018GY45]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000709693500035
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/298793]  
专题新药研究国家重点实验室
通讯作者Sun, Hongbin; Xu, Qing-Long; Lai, Zengwei
作者单位1.China Pharmaceut Univ, Jiangsu Key Lab Drug Discovery Metab Dis, Nanjing 210000, Peoples R China
2.China Pharmaceut Univ, State Key Lab Nat Med, Nanjing 210000, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714		 Hu, Kai-Wen,You, Xiao,Wang, Jin-Zheng,et al. Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of para-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives[J]. ORGANIC LETTERS,2021,23(20):7873-7877.
APA Hu, Kai-Wen.,You, Xiao.,Wang, Jin-Zheng.,Wen, Xiaoan.,Sun, Hongbin.,...&Lai, Zengwei.(2021).Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of para-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives.ORGANIC LETTERS,23(20),7873-7877.
MLA Hu, Kai-Wen,et al."Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of para-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives".ORGANIC LETTERS 23.20(2021):7873-7877.

入库方式： OAI收割

来源：上海药物研究所

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