Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/155083
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dc.contributor.authorLiu, Yongguien_US
dc.contributor.authorLuo, Guoyongen_US
dc.contributor.authorYang, Xingen_US
dc.contributor.authorJiang, Shichunen_US
dc.contributor.authorXue, Weien_US
dc.contributor.authorChi, Robin Yongguien_US
dc.contributor.authorJin, Zhichaoen_US
dc.date.accessioned2022-02-08T07:49:22Z-
dc.date.available2022-02-08T07:49:22Z-
dc.date.issued2020-
dc.identifier.citationLiu, Y., Luo, G., Yang, X., Jiang, S., Xue, W., Chi, R. Y. & Jin, Z. (2020). Carbene-catalyzed enantioselective aromatic N-nucleophilic addition of heteroarenes to ketones. Angewandte Chemie International Edition, 59(1), 442-448. https://dx.doi.org/10.1002/anie.201912160en_US
dc.identifier.issn1433-7851en_US
dc.identifier.urihttps://hdl.handle.net/10356/155083-
dc.description.abstractThe aromatic nitrogen atoms of heteroarylaldehydes are activated by carbene catalysts to react with ketone electrophiles. Multi-functionalized cyclic N,O-acetal products are afforded in good to excellent yields and optical purities. Our reaction involves the formation of an unprecedented aza-fulvene-type acylazolium intermediate. A broad range of N-heteroaromatic aldehydes and electron-deficient ketone substrates works effectively in this transformation. Several of the chiral N,O-acetal products afforded through this protocol exhibit excellent antibacterial activities against Ralstonia solanacearum (Rs) and are valuable in the development of novel agrichemicals for plant protection.en_US
dc.description.sponsorshipAgency for Science, Technology and Research (A*STAR)en_US
dc.description.sponsorshipMinistry of Education (MOE)en_US
dc.description.sponsorshipNanyang Technological Universityen_US
dc.description.sponsorshipNational Research Foundation (NRF)en_US
dc.language.isoenen_US
dc.relation.ispartofAngewandte Chemie International Editionen_US
dc.rightsThis is the peer reviewed version of the following article: Liu, Y., Luo, G., Yang, X., Jiang, S., Xue, W., Chi, R. Y. & Jin, Z. (2020). Carbene-catalyzed enantioselective aromatic N-nucleophilic addition of heteroarenes to ketones. Angewandte Chemie International Edition, 59(1), 442-448, which has been published in final form at https://doi.org/10.1002/anie.201912160. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.en_US
dc.subjectScience::Chemistryen_US
dc.titleCarbene-catalyzed enantioselective aromatic N-nucleophilic addition of heteroarenes to ketonesen_US
dc.typeJournal Articleen
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen_US
dc.identifier.doi10.1002/anie.201912160-
dc.description.versionAccepted versionen_US
dc.identifier.pmid31654443-
dc.identifier.scopus2-s2.0-85075293726-
dc.identifier.issue1en_US
dc.identifier.volume59en_US
dc.identifier.spage442en_US
dc.identifier.epage448en_US
dc.subject.keywordsActivationof Aromatic Nitrogenen_US
dc.subject.keywordsAcylazoliumen_US
dc.description.acknowledgementWe acknowledge financial support from the National Natural Science Foundation of China (No.21772029, 21801051, 21961006), the National Key Technologies R&D Program (No. 2014BAD23B01), The 10 Talent Plan (Shicengci) of Guizhou Province [2016] 5649, the Guizhou Province Re-turned Oversea Student Science and Technology Activity Program, the Science and Technology Department of Guizhou Province [2018] 2802, Guizhou University, the Guizhou Province First-Class Disciplines Project (Yiliu Xueke Jianshe Xiangmu)-GNYL(2017)008, Guizhou Universityof Traditional Chinese Medicine (China), the Singapore National Research Foundation (NRF-NRFI2016-06), the Ministry of Education of Singapore (MOE2013-T2-2-003; MOE2016-T2-1-032; RG108/16), an A*STAR Individual Research Grant (A1783c0008), a Nanyang Research Award Grant, and Nanyang Technological University.en_US
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