陈应春 - 四川大学 - 华西药学院

个人简介

1990-1994天津南开大学化学系有机化学专业本科 1994-1997华西医科大学药学院药物化学专业硕士研究生 1998-2001中科院成都有机化学研究所有机化学专业博士研究生 2001-2002中科院成都有机化学研究所博士后研究 2002-2003香港大学化学系博士后研究 2003- 四川大学华西药学院教授、博士生导师获奖情况 1. 2007年四川省第九届青年科技奖 2. 2007年药明康德生命化学研究奖（三等） 3. 2011四川省有突出贡献的优秀专家 4. 2011年国家杰出青年科学基金 5. 2012 Thieme Journal Award 6. 2012 Asia Core Program Lectureship Award 7. 2013年全国百篇优秀博士学位论文指导教师 8. 2014年中国化学会青年手性化学奖 9. 2014年科技部科技创新人才推进计划青年领军人才 10. 2015年四川省卫生计生领军人才 11. 2016年科技部第二批高端人才青年领军人才

研究领域

主要从事新型手性催化剂的设计、合成及不对称催化反应研究以及生理活性物质的设计、合成等方面的工作。重点在手性有机小分子以及金属配合物催化的不对称合成领域开展研究并获得了系列成果： 1）在基于氢键活化的手性硫脲等催化剂的设计及其促进的不对称反应进行了多方面研究，建立了结构、功能多样的基于氢键活化的有机催化剂库，在多种不对称催化反应中实现了好的立体控制，发展了多种重要手性中间体、特别是非天然氨基酸的不对称合成方法。 2）在手性伯、仲胺通过烯胺、二烯胺、三烯胺及亚胺盐机制催化饱和或不饱和醛和酮以及叔胺、叔膦等作为Lewis碱催化Morita-Baylis-Hillman产物碳酸酯的不对称转化反应等领域开展了系统的研究，在催化剂、催化机制及新型催化反应的设计等多方面进行了积极探索。 3）致力于新颖的硫酚/手性胺、硫酚/手性相转移以及硫酚/有机膦等共催化体系的发展，实现了多类具挑战性的不对称反应的区域、化学以及立体选择性的高效调控。 4）探索新型的Lewis碱/金属配合物协同催化体系，进一步拓展了叔膦/叔胺等Lewis碱催化的应用范围。 5）建立发展基于金属钯p-Lewis碱配合物催化的新型反应途径。 6）课题组发展了数十种多官能团、多手性中心化合物的合成新方法，建立数千个新型化合物库；通过计算机辅助和细胞筛选实验，发现多类新颖的抗肿瘤、抗肺纤维化等新结构物质，为进一步发现和设计新型生理活性手性化合物奠定坚实基础。

近期论文

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Jian-Xiang Zhu, Zhi-Chao Chen,* Wei Du, and Ying-Chun Chen,* “Asymmetricauto-tandem palladium catalysisfor2,4-dienyl carbonates: Ligand-controlled divergent synthesis”,Angew. Chem. Int. Ed.2022,61, DOI:10.1002/anie.202200880. Bao-Xin Liu, Ru-Jie Yan, Wei Du,* and Ying-Chun Chen,* “Solvent-regulated diastereodivergent [3+2] annulations of CF3-containing Morita−Baylis−Hillman carbonates with cyclic sulfonimines”,Chin. J. Chem.2022,40, DOI: 10.1002/cjoc.202200003. Xing-Xing Yang, Xing-Liang Zhao, Qin Ouyang,* Wei Du,* and Ying-Chun Chen,* “Palladium-catalysed diastereodivergent inverse-electron-demand oxa-Diels-Alder reactions of in situ formed cyclopentadienones via ligand-control”,Org. Chem. Front.2022,9, DOI: 10.1039/D1QO01876K. Ze-Liang He,Peng Chen,Zhi-Chao Chen,*Wei Du, and Ying-Chun Chen,* “Construction ofhydrodibenzo[b,d]furan frameworks from Morita-Baylis-Hillman carbonates of isatins andortho-hydroxy enones via palladium and Brønsted base relay catalysis”,Org. Lett.2022,24,100. Xing-Xing Yang, Ru-Jie Yan, Guang-Yao Ran,Chen Chen, Jing-Fei Yue, Xiao Yan, Qin Ouyang,* Wei Du,* and Ying-Chun Chen,* “p-Lewis-base-catalyzed asymmetric vinylogous umpolung reactions of cyclopentadienones and tropone”,Angew. Chem. Int. Ed.2021,60, 26762. Zhi Chen, Zhi-Chao Chen,* Wei Du, Ying-Chun Chen,* “Asymmetric [4 + 3] annulations for constructing divergent oxepane frameworks via cooperative tertiary amine/transition metal catalysis”,Org. Lett.2021,23, 8559. Qing He, Lei Zhu,Zhen-Hong Yang,Bo Zhu, Qin Ouyang,* Wei Du,* and Ying-Chun Chen,* “Palladium-catalyzed modular and enantioselectivecis-difunctionalization of 1,3-enynes with imines and boronic reagents”,J. Am. Chem. Soc.2021,143, 17989. Ru-Jie Yan, Bao-Xin Liu, Yuan Hu, Wei Du,* and Ying-Chun Chen,* “Generation of zwitterionic trifluoromethyl N-allylic ylides and use in switchable divergent annulations”,Chem. Commun.2021,57, 9056. Yue Li, Peng Chen, Zhi-Chao Chen,* Wei Du, Qin Ouyang, Ying-Chun Chen,* “Palladium-catalysed oxidative nucleophilic allylation between alkenes and activated ketimines”,Org. Chem. Front.2021,8, 5418. Yang Yang, Bo Zhu, Lei Zhu, Ying Jiang, Chun-Ling Guo, Jing Gu, Qin Ouyang,* Wei Du,* and Ying-Chun Chen,* “Combining palladium and ammonium halide catalysts for Morita-Baylis-Hillman carbonates of methyl vinyl ketone: from 1,4-carbodipoles to ion pairs”,Chem. Sci.2021,12, 11399. Zhi Zhao, Xing-Xing Yang, Guang-Yao Ran, Qin Ouyang, Wei Du,* and Ying-Chun Chen,* “Ligand-controlled regiodivergent asymmetric [5 + 2] and [3 + 2] annulations of vinyl indoloxazolidones catalyzed by palladium”,Org. Lett.2021,23, 4791. Zhen-Hong Yang, Peng Chen,Zhi-Chao Chen, Zhi Chen, Wei Du,* and Ying-Chun Chen,* “A double deprotonation strategy for cascade annulations of palladium-trimethylenemethanes and Morita-Baylis-Hillman carbonates to constructbicyclo[3.1.0]hexane frameworks”,Angew. Chem. Int. Ed.2021,60, 13913. Ben-Xian Xiao, Bo Jiang,Ru-Jie Yan, Jian-Xiang Zhu, Ke Xie, Xin-Yue Gao, Qin Ouyang,* Wei Du,* and Ying-Chun Chen,* “Apalladium complex as an asymmetricπ-Lewis base catalyst for activating 1,3-dienes”,J. Am. Chem. Soc.2021,143, 4809. Bao-Xin Liu, Ru-Jie Yan, Xiao-Xun Li, Wei Du,* and Ying-Chun Chen,* “Asymmetric [3+2] annulations of thioaurone and aurone derivatives for the construction ofspiroheterocycles”,Asian J. Org. Chem.2021,10, 784. Zhi-Chao Chen, Wei Du, and Ying-Chun Chen,* “New amines and activation modes in asymmetric aminocatalysis”,Chin. J. Chem.2021,39, 1775. Jian-Bin Lu, Chong-Hui Shi, Di Hu, Xin-Yue Gao, Zhi-Chao Chen,* Wei Du, and Ying-Chun Chen,* “Regioselectivity umpolung in asymmetric Diels-Alder reaction ofortho-formyl-substituted cinnamates and dienals via double aminocatalysis”,Org. Lett.2021,23, 145. Yang Gao, Xue Song, Ru-Jie Yan, Wei Du, and Ying-Chun Chen,* “Asymmetric β,γ¢-regioselective [4+3] and [4+2] annulations ofa-vinylenals via cascade iminium ion−dienamine catalysis”,Org. Biomol. Chem.2021,19, 151. Cui-Xia Hu, Lin Chen, Di Hu, Xue Song, Zhi-Chao Chen,* Wei Du, and Ying-Chun Chen,* “Construction ofenantioenriched 9H-fluorene frameworks via cascade reaction involving remote vinylogous dynamic kinetic resolution”,Org. Lett.2020,22, 8973. Xue Song, Ru-Jie Yan, Wei Du,* and Ying-Chun Chen,* “Asymmetric dearomative cascade multiple functionalizations of activated N-alkylpyridinium and N-alkylquinolinium salts”,Org. Lett.2020,22, 7617. Qing He, Zhen-Hong Yang, Jing Yang,* Wei Du, and Ying-Chun Chen,* “Enantioselective formal arylation of (7-aza)isatylidene malononitriles witha¢-alkylidene-2-cyclohexenones”,Adv. Synth. Catal.2020,362, 4438. Shu-Yuan Liang, Bo Jiang,Ben-Xian Xiao, Zhi-Chao Chen, Wei Du, and Ying-Chun Chen,* “Phosphine catalyzed enantioselective cascade reaction initiated by intermolecular crossRauhut–Currier reaction of electron-deficientortho-formyl styrenes”,ChemCatChem2020,12, 5374. Ying Jiang, Yang Yang,Qing He,Wei Du,* and Ying-Chun Chen,* “Asymmetric intramolecular Rauhut-Currier reaction and its desymmetric version via double thiol/phase-transfer catalysis”,J. Org. Chem.2020,85, 10760. Chang-Jiang Xu, Wei Du,Łukasz Albrecht, and Ying-Chun Chen,* “Lewis basic amine-catalyzed aza-Michael reaction of indole- and pyrrole-3-carbaldehydes”,Synthesis2020,52, 2650. Guang-Yao Ran, Chen Chen, Xing-Xing Yang,Zhi Zhao, Wei Du,* and Ying-Chun Chen,* “Cu(I)-catalyzed asymmetricα-allenylation of activated ketimines with 3-butynoates”,Org. Lett.2020,22, 4732. Bo Jiang, Wei Du,*and Ying-Chun Chen,* “Modified cinchona alkaloid‐catalysed enantioselective [4 + 4] annulations of cyclobutenones and 1-azadienes”,Chem. Commun.2020,56,7257. Ru-Jie Yan, Bao-Xin Liu, Ben-Xian Xiao, Wei Du, and Ying-Chun Chen,* “Asymmetric (4 + 3) and (4 + 1) annulations of isatin-derived Morita−Baylis−Hillman carbonates to construct diverse chiral heterocyclic frameworks”,Org. Lett.2020,22, 4240. Peng Chen, Yue Li, Zhi-Chao Chen,* Wei Du, and Ying-Chun Chen,* “Pseudo-stereodivergent synthesis of enantioenriched tetrasubstituted alkenes via cascade 1,3-oxo-allylation/Cope rearrangement”,Angew. Chem. Int. Ed.2020,59, 7083. Di Hu, Yang Gao, Xue Song, Wei Du, and Ying-Chun Chen,* “Asymmetric remote addition reactions of heterocycle-based dearomative dienamine or trienamine species to 1-azadienes: Application to construct chiral azocanes and azecanes”,Eur. J. Org. Chem.2020, 514. Yang Yang, Ying Jiang, Wei Du, and Ying-Chun Chen,* “Asymmetric cross [10+2] cycloaddtions of 2-alkylidene-1-indanones and activated alkenes under phase-transfer catalysis”,Chem. Eur. J.2020,26, 1754. Zhi-Chao Chen, Zhi Chen, Wei Du,* and Ying-Chun Chen,* “Transformations of modified Morita–Baylis–Hillman adducts from isatins catalyzed by Lewis bases”,Chem. Rec.2020,20, 541. Peng-Fei Zheng, Rong Zeng, Kun Jiang, Hong-Wei Li, Ying Ye, Chao Mu, Li Shuai, Qin Ouyang,* Ying-Chun Chen,* “(3 + 1) Annulation/rearrangement cascade ofC,N-cyclic azomethine imines and 3-chlorooxindoles: Construction of hexahydroindeno[2,1-c]pyrazole spirooxindole frameworks”,Org. Lett.2019,21, 10052. Xin-Yue Gao, Ru-Jie Yan, Ben-Xian Xiao, Wei Du,Łukasz Albrecht, and Ying-Chun Chen,* “Asymmetric formal vinylogous iminium ion activation for vinyl-substituted heteroaryl and aryl aldehydes”,Org. Lett.2019,21, 9628. Ben-Xian Xiao, Chong-Hui Shi, Shu-Yuan Liang, Bo Jiang, Wei Du, and Ying-Chun Chen,*“Remote Friedel-Crafts reaction withα-heteroaryl-substituted cyclic ketones via HOMO-activation of Lewis bases”,Org. Lett.2019,21, 7554. Zhi Zhou, Qing He, Ying Jiang, Qin Ouyang, Wei Du,* and Ying-Chun Chen,* “Double thiol-chiral Brønsted base catalysis: Asymmetric cross Rauhut-Currier reaction and sequential [4 + 2] annulation for assembly of different activated olefins”,Org. Lett.2019,21, 7184. Zhi-Chao Chen, Zhi Chen, Zhen-Hong Yang,Li Guo, Wei Du,* and Ying-Chun Chen,* “Cooperativetertiary amine/chiral iridium complex catalyzed asymmetric [4+3] and [3+3] annulation reactions”,Angew. Chem. Int. Ed.2019,58, 15021. Chong-Hui Shi, Ben-Xian Xiao, Wei Du, Ying-Chun Chen,* “Phosphine-catalyzed formal [6 + 2] cycloadditions ofa¢-methylene 2-cyclopentenones”,Chin. J. Org. Chem.2019,39, 2218. Lin Chen, Ben-Xian Xiao, Wei Du, and Ying-Chun Chen,* “Quaternary phosphonium salts as active Brønsted acid catalysts for Friedel-Crafts reactions”,Org. Lett.2019,21, 5733. Guang-Yao Ran,Xing-Xing Yang,Jing-Fei Yue, Wei Du,* and Ying-Chun Chen,* “Asymmetric allylic alkylations with deconjugated carbonyl compounds: Direct vinylogous umpolung strategy”,Angew. Chem. Int. Ed.2019,58, 9210. Chang-Jiang Xu, Hong-Wei Li, Xiao-Long He, Wei Du,and Ying-Chun Chen,* “Asymmetric direct remote Michael addition reactions of allyl furfurals via dearomative trienamine and tetraenamine catalysis”，Asian J. Org. Chem.2019,8, 1037. Bo Jiang, Ben-Xian Xiao, Qin Ouyang, Hua-Ping Liang,* Wei Du, and Ying-Chun Chen,* “Sequential assembly of Morita-Baylis-Hillman carbonates and activatedortho-vinylbenzaldehydes to construct chiralmethanobenzo[7]annulenoneframeworks”,Org. Lett.2019,21, 3310. Xiao-Long He, Hui-Ru Zhao,Xue Song,Bo Jiang,Wei Du,*and Ying-Chun Chen,* “Asymmetric Barton-Zard reaction to access 3-pyrrole-containing axially chiral skeletons”,ACSCatal.2019,9,4374. Rong Zeng, Changyu Shan, Ming Liu, Kun Jiang,* Ying Ye, Tian-Yu Liu, Ying-Chun Chen,* “[4 + 1 + 1] Annulations ofa-bromo carbonyls and 1-azadienes towards fused benzoazaheterocycles”,Org. Lett.2019,21, 2312. Ben-Xian Xiao, Bo Jiang, Xue Song, Wei Du,and Ying-Chun Chen,* “Phosphine-catalysed asymmetric dearomative formal [4 + 2] cycloadditions of 3-benzofuranyl vinyl ketones”,Chem. Commun.2019,55, 3097. Peng Chen,Zhi-Chao Chen, Yue Li,Qin Ouyang, Wei Du,* and Ying-Chun Chen,* “Auto-tandem cooperative catalysis using phosphine/palladium: Reaction of Morita-Baylis-Hillman carbonates and allylic alcohols”,Angew. Chem. Int. Ed.2019,58, 4036. Qian-Qian Yang, Xiang Yin, Xiao-Long He, Wei Du,* and Ying-Chun Chen,* “Asymmetric formal [5 + 3] cycloadditions with unmodified Morita-Baylis-Hillman alcohols via double activation catalysis”,ACS Catal.2019,9, 1258. Jing Gu, Ben-Xian Xiao, Qin Ouyang,* Wei Du, and Ying-Chun Chen,* “Phosphine-catalyzed interrupted Morita-Baylis-Hillman reaction and switchable domino reactions ofa-substituted activated olefins with formaldehyde and mechanism elucidation”,Chin. J. Chem.2019,37, 155. Ben-Xian Xiao, Xin-Yue Gao, Wei Du,* and Ying-Chun Chen,* “Asymmetric reactions involving Lewis Base catalyst-tethered dearomatizativeintermediates”,Chem. Eur. J.2019,25, 1607.