陈应春,男,毕业于 中科院成都有机化学研究所,研究生学历,四川大学华西药学院教授。
教育经历
时间院校专业学位1990~1994 天津南开大学有机化学学士1994~1997华西医科大学药学院 药物化学硕士1998~2001中科院成都有机化学研究所 有机化学博士
工作经历
科研成就
研究方向
1. 手性有机小分子催化的不对称合成研究及手性药物合成。
2. (手性)卡宾催化的新反应研究。
3. 新型可回收(手性)催化剂的设计、合成及催化反应研究。
4. 新型药物设计与合成。
主要从事新型手性有机催化剂的设计、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。
主要贡献
重点在手性有机小分子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 base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。课题组首先采用从天然金鸡纳碱衍生的手性伯胺在催化不饱和酮的不对称反应方面取得好结果,为开拓不饱和酮的新型不对称反应以及发展新的手性胺催化体系进行了创造性探索;首次发展了手性胺催化2,4-二烯醛和2,4-二烯酮的三烯胺催化机制,建立了不饱和羰基化合物的多类远端不对称反应新途径;建立了数十种多官能团、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。
作为通讯作者已在Nat. Chem.[1]、Chem. Soc. Rev.、Acc. Chem. Res.、Angew. Chem. Int. Ed.、J. Am. Chem. Soc. 等国内外学术期刊上发表SCI论文110余篇,总他引超过4800次。参与《Cinchona Alkaloids in Synthesis & Catalysis: Ligands, Immobilization and Organocatalysis》、《Asymmetric Organocatalysis》、《Organocatalytic Ring-Forming Reactions》等英文专著章节的撰写工作。完成了包括国家Ⅰ类抗癌新药Cambretastatin A-4 水溶性前药、国家Ⅰ类抗脓毒症新药KB甲烷磺酸盐等药物的合成研究(均进入临床研究)。
课题及成果
1. 基于硫脲活化的双功能有机催化剂的合成及不对称催化反应研究。(国家自然科学基金,2006-2008)。
2. 新型水溶性紫杉醇前药的研究。(教育部霍英东青年教师基金,2006-2008)。
3. 新世纪优秀人才支持计划。(教育部,2006-2008)。
4. 四川省青年科技基金。(四川省,2007-2009)。
5. 手性伯胺有机催化剂的设计、合成及不对称催化反应研究。(国家自然科学基金,2008-2010)。
代表性论著
1. Wei Chen,Wei Du,Yong-Zheng Duan,Yong Wu,Sheng-Yong Yang,Ying-Chun Chen,* “Enantioselective 1,3-dipolar cycloaddition of cyclic enones catalyzed by multifunctional primary amine: beneficial effects of hydrogen bonding”,Angew. Chem.,Int. Ed. 2007,46,7667.
2. Tian-Yu Liu,Hai-Lei Cui,Yan Zhang,Kun Jiang,Zhao-Quan He,Bang-Jing Li,Li-Sheng Ding,Ying-Chun Chen,* “Organocatalytic and highly enantioselective direct-amination of aromatic ketones”,Org. Lett. 2007,9,3671.
3. Tian-Yu Liu,Hai-Lei Cui,Qian Chai,Jun Long,Bang-Jing Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins”,Chem. Commun. 2007,2228.
4. Lin Jiang,Hong-Ting Zheng,Tian-Yu Liu,Lei Yue,Ying-Chun Chen,* “Asymmetric direct vinylogous carbon-carbon bond formation catalyzed by bifunctional organocatalysts”,Tetrahedron 2007,63,5123.
5. Tian-Yu Liu,Hai-Lei Cui,Jun Long,Bang-Jing Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Organocatalytic and highly stereoselective direct vinylogous Mannich reaction”,J. Am. Chem. Soc. 2007,129,1878.
6. Wei Chen,Wei Du,Lei Yue,Rui Li,Yong Wu,Li-Sheng Ding and Ying-Chun Chen,* “Organocatalytic enantioselective indole alkylations of,?-unsaturated ketones”,Org. Biomol. Chem. 2007,5,816.
7. Jian-Wu Xie,Lei Yue,Wei Chen,Wei Du,Jin Zhu,Jin-Gen Deng and Ying-Chun Chen,* “Highly enantioselective Michael addition of cyclic 1,3-dicarbonyl compounds to,?-unsaturated ketones”,Org. Lett. 2007,9,413.
8. Jian-Wu Xie,Wei Chen,Rui Li,Mi Zeng,Wei Du,Lei Yue,Ying-Chun Chen,* Yong Wu,Jin Zhu,and Jin-Gen Deng,* “Highly asymmetric Michael addition of,?-unsaturated ketones catalyzed by 9-amino-9-deoxyepiquinine”,Angew. Chem.,Int. Ed. 2007,46,389.
9. Tian-Yu Liu,Rui Li,Qian Chai,Jun Long,Bang-Jing Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Enantioselective Michael addition of-substituted cyanoacetates to vinyl ketones catalyzed by bifunctional organocatalysts”,Chem.?Eur. J. 2007,13,319.
10. Wei Chen,Xiang-Hong Yuan,Rui Li,Wei Du,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Organocatalytic and stereoselective [3 + 2] cycloadditions of azomethine imines with,?-unsaturated aldehydes”,Adv. Synth. Catal. 2006,348,1818.
11. Wei Chen,Rui Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Self-supported thiourea-palladium complexes: highly air-stable and recyclable catalysts for the Suzuki reaction in neat water”,Synthesis 2006,3058.
12. Lin Jiang,Tong-Fei Wu,Ying-Chun Chen,* Jin Zhu,Jin-Gen Deng,* “Asymmetric transfer hydrogenation catalysed by hydrophobic dendritic DACH-rhodium complex in water”,Org. Biomol. Chem. 2006,4,3319.
13. Tian-Yu Liu,Jun Long,Bang-Jing Li,Lin Jiang,Rui Li,Yong Wu,Li-Sheng Ding,Ying-Chun Chen,* “Enantioselective construction of quaternary carbon centre catalysed by bifunctional organocatalyst”,Org. Biomol. Chem. 2006,4,2097.
14. Qing-Ping Liu,Ying-Chun Chen,* Yong-Wu,Jin Zhu,Jin-Gen Deng,* “Self-supported heterogeneous star-shaped oxime-palladacycle catalysts for the Suzuki coupling reaction”,Synlett 2006,1503.
15. Yan-Kai Liu,Rui Li,Lei Yue,Ying-Chun Chen,* Yong Wu,Li-Sheng Ding,“Unexpected ring-opening reactions of aziridines with aldehydes catalyzed by nucleophilic carbenes under aerobic conditions”,Org. Lett. 2006,8,1521.
16. Jian-Wu Xie,Lei Yue,Dong Xue,Xiao-Li Ma,Ying-Chun Chen,* Yong Wu,Jin Zhu,Jin-Gen Deng,* “Organocatalytic and direct asymmetric vinylogous Michael addition of,?-dicyanoolefins to,?-unsaturated aldehydes”,Chem. Commun. 2006,1563.
17. Wei Chen,Rui Li,Bo Han,Bang-Jing Li,Ying-Chun Chen,* Yong Wu,Li-Sheng Ding,Dan Yang,“Design and synthesis of bis-thiourea ligands and their application in Pd-catalyzed Heck and Suzuki reactions under aerobic condition”,Eur. J. Org. Chem. 2006,1177.
18. Zhi-Quan Yong,Xiao-Ping Xu,Ying-Chun Chen,* Xu Bao,Ling-Ling Weng,* Hu Zheng,“Synthesis and cytotoxic activity of novel water-soluble prodrugs of combretastatin A-4”,Chin. Chem. Lett. 2006,17,23.
19. Dong Xue,Ying-Chun Chen,* Qi-Wei Wang,Ling-Feng Cun,Jin Zhu,Jin-Gen Deng,* “Asymmetric direct vinylogous Michael reaction of activated alkenes to nitroolefins catalyzed by modified cinchona alkaloids”,Org. Lett. 2005,7,5293.
20. Bang-Jing Li,Lin Jiang,Min Liu,Ying-Chun Chen,* Li-Sheng Ding,Yong Wu,“Asymmetric Michael addition of thiols to,?-unsaturated carbonyl compounds catalyzed by bifunctional organocatalyst”,Synlett 2005,603.
21. Dong Xue,Ying-Chun Chen,Qi-Wei Wang,Xin Cui,Jin Zhu,Jin-Gen Deng,“Transfer hydrogenation of activated C=C bonds catalyzed by ruthenium amido complexes: reaction scope,limitation,and enantioselectivity”,J. Org. Chem. 2005,70,3584.
22. Ying-Chun Chen,* Tong-Fei Wu,Lin Jiang,Xin Cui,Jin-Gen Deng,* Jin Zhu,Yao-Zhong Jiang,“Synthesis of dendritic ligands and application in asymmetric transfer hydrogenation”,J. Org. Chem. 2005,70,1006.
23. Chun-Yu Ho,Ying-Chun Chen,Man-King Wong,Dan Yang,“Fluorinated chiral secondary amines as catalysts for epoxidation of olefins with oxone”,J. Org. Chem. 2005,70,898.
24. Dan Yang,* Ying-Chun Chen,Nian-Yong Zhu,“Sterically bulky thioureas as air- and moisture-stable ligands for Pd-catalyzed Heck reactions of aryl halides”,Org. Lett. 2004,6,1577.
25. Ying-Chun Chen,Dong Xue,Jin-Gen Deng,Xin Cui,Jin Zhu,Yao-Zhong Jiang,“Efficient asymmetric transfer hydrogenation of activated olefins catalyzed by ruthenium amido complexes”,Tetrahedron Lett. 2004,45,1555.
26. Pei Nian Liu,Ying Chun Chen,Xue Qiang Li,Yong Qiang Tu,Jin Gen Deng,“Dendritic catalysts for asymmetric transfer hydrogenation based on (1S,2R)-norephedrine derived ligands”,Tetrahedron: Asymmetry 2003,14,2481.
27. Ying-Chun Chen,Tong-Fei Wu,Jin-Gen Deng,Hui Liu,Xin Cui,Jin Zhu,Yao-Zhong Jiang,Michael C. K. Choi and Albert S. C. Chan,“Multiple dendritic catalysts for asymmetric transfer hydrogenation”,J. Org. Chem. 2002,67,5301.
28. Ying-Chun Chen,Tong-Fei Wu,Jin-Gen Deng,Hui Liu,Yao-Zhong Jiang,Michael C. K. Choi and Albert S. C. Chan,“Dendritic catalysts for asymmetric transfer hydrogenation”,Chem. Commun. 2001,1488.
29. Peilian Liu,Yingchun Chen,Jingen Deng,Yongqiang Tu,“Efficient method for the preparation of benzylic bromides”,Synthesis 2001,2078.
获得荣誉
时间具体奖项2007年四川省第九届青年科技奖2007年药明康德生命化学研究奖2011年四川省有突出贡献的优秀专家2011年国家杰出青年科学基金2012年Thieme Journal Award2012年Asia Core Program Lectureship Award2013年全国百篇优秀博士学位论文指导教师2014年中国化学会青年手性化学奖
参考资料 1
- Switchable regioselectivity in amine-catalysed asymmetric cycloadditions — Nature Chemistry