报告 人:邓卫平(华东理工大学药学院教授)
报告题目:基于亚甲胺叶立德的不对称催化
报告时间:2016年10月27日(周四)下午3:00
报告地点:澳门新葡平台网址8883南校区澳门新葡平台网址888311B-204
主要学习及工作简历:
邓卫平,华东理工大学药学院教授,博士生导师,药学院副院长。1995年毕业于浙江师范大学,2000年获中国科学院上海有机化学研究所理学博士学位,导师戴立信院士。2000年至2003年先后在美国国立卫生研究院和美国Rochester大学化学系进行博士后研究。2003年底加入新加坡的新药研发公司---S*BIO,进行靶向小分子抗癌药物的研发工作。2005年8月受聘于华东理工大学药学院。回国先后获得一系列荣誉和称号,包括:上海市浦江人才(2006),教育部新世纪优秀人才(2007),上海市育才(2007),上海市曙光人才(2009),华东理工大学育英奖(2010)等。先后承担国家自然科学基金、上海市基础研究重点项目等十余项研究项目。已在国际核心刊物J. Am. Chem. Soc.; Angew. Chem. Int. Ed.; Chem. Commun.; Org. Lett.; Chem. Eur. J. 等上发表60余篇SCI论文和专利申请。译著《药物考》和《工业规模的不对称催化》;参编教材《药物化学》双语教材,参编论著Stereoselective synthesis of planar chiral ferrocenes: Chiral Ferrocenes in Asymmetric Catalysis(2010)。
主要研究方向:
1. 基于手性技术的碳碳键及碳杂原子键的形成方法学研究,主要致力于新型手性配体和催化剂的设计合成以及其在有机合成化学和药物化学中的应用研究。
2. 基于新技术,新方法和新反应的新型杂环化合物的设计合成和具有杂环结构的有生理活性的天然产物及其类似物的合成,包括合成方法学的研究。
3. 化学创新药物及“Me Too”药物的绿色合成技术的开发。
4. 基于组蛋白去乙酰化酶(HDAC)的靶向小分子抗肿瘤药物研究。
近五年的代表性论文:
1. Hu Bin, Meng Meng, Wang Zheng, Du Wenting, Fossey John S., Hu Xinquan, Deng Wei-Ping. A Highly Selective Ferrocene-Based Planar Chiral PIP (Fc-PIP) Acyl Transfer Catalyst for the Kinetic Resolution of Alcohols. J. Am. Chem. Soc. 2010, 132, 17041-17044.
2. Lin Lu, Li Yi, Du Wenting, Deng Wei-Ping. The NHCs-Mediated Cross-Coupling of Aromatic Aldehydes with Benzyl Halides: Synthesis of α-Aryl Ketones. Tetrahedron Lett. 2010, 51, 3571-3574.
3. Pi Hong-Jun, Liu Li-Feng, Jiang Shan-Shan, Du Wenting, Deng Wei-Ping. The facile one-pot synthesis of N-imidoylbenzotriazoles via a Beckmann rearrangement of ketoximes. Tetrahedron 2010, 66, 6097-6100.
4. Wang Ming, Shi Yu-Hua, Luo Jun-Fei, Du Wenting, Shi Xiao-Xin, Fossey John S., Deng Wei-Ping. Novel N,O-Cu(OAc)2 complex catalysed diastereo- and enantioselective 1,4-addition of glycine derivatives to alkylidene malonates. Catal. Sci. Technol. 2011, 1(1), 100-103.
5. Fan Wen-Yuan, Wang Zheng-Lin, Li Hong-Chang, Fossey John S., Deng Wei-Ping. A straightforward and e?cient synthetic access to biologically active marine sesterterpenoids, sesterstatins 4 and 5. Chem. Commun. 2011, 47, 2961-2963.
6. Wang Ming, Wang Zheng, Shi Yu-Hua, Shi Xiao-Xin, Fossey John S., Deng Wei-Ping. A Remarkable N,O-ligand/Cu(OAc)2 Derived Chiral Complex Catalysed exo-Selective and Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides with Alkylidene Malonates. Angew. Chem. Int. Ed. 2011, 50, 4897-4900.
7. Liu Li-Feng, An Na, Pi Hong-Jun, Ying Jun, Du Wenting, Deng Wei-Ping. Facile and odorless one-pot process for the synthesis of N-substituted thioamides via TsCl mediated BR of ketoximes. Synlett. 2011, 7, 979-981.
8. Fan Wen-Yuan, Wang Zheng-Lin, Zhang Zi-Gang, Li Hong-Chang, Deng Wei-Ping. Stereoselective synthesis of marine sesterterpenes, 16-deacetoxy-scalarafuran, (+)-scalarolide and their analogs. Tetrahedron 2011, 67, 5596-5603.
9. Wang Zheng-Lin, Liu Yang, Zhang Zi-Gang, Li Hong-Chang, Deng Wei-Ping. Concise stereoselective synthesis of marine sesterterpene, 16-deacetoxy-12-epi- scalarafuran acetate and its 14-epimer via intramolecular Diels-Alder addition. Tetrahedron 2011, 67, 6939-6943.
10. Hu Bin, Meng Meng, Fossey John S., Mo Weimin, Hu Xinquan, Deng Wei-Ping. Optically pure bulky (hetero)arylalkyl carbinols via kinetic resolution. Chem. Commun. 2011, 47, 10632-10634.
11. Shi Yu-Hua, Wang Zheng, Hu Bin, Wang Ming, Fossey John S., Deng Wei-Ping. A Ferrocenyl-DHIPOH/ Cu(OAc)2 Complex for Diastereo- and Enantioselective Catalysis of The 1,4-Addition of Glycine Derivatives to Alkylidene Malonates. Org. Lett. 2011, 13, 6010-6013.
12. Liu Hua, Cao Li, Sun Jia, Fossey John S., Deng Wei-Ping. Iron-catalysed Tandem Cross-dehydrogenative Coupling (CDC) of Terminal Allylic C(sp3) to Styrene and Benzoannulation in the Synthesis of Polysubstituted Naphthalenes. Chem. Commun. 2012, 48 (21), 2674-2676.
13. Shi Yu-Hua, Wang Zheng, Shi Ying, Deng Wei-Ping. Facile and Highly Diastereoselective Synthesis of 3-Aminooxindoles via AgOAc-Catalyzed Vinylogous Mannich Reaction. Tetrahedron 2012, 68, 3649-3653.
14. Li Yi, Du Wenting, Deng Wei-Ping. NHCs-mediated benzoates formation directly from aromatic aldehydes and halides. Tetrahedron 2012, 68, 3611-3615.
15. Wang Zheng, Han De-Man, Jia Wen-Ping, Zhou Qi-Zhong, Deng Wei-Ping. Reaction-Based Fluorescent Probe for Selective Discrimination of Thiophenols over Aliphaticthiols and Its Application in Water Samples. Anal. Chem. 2012, 84, 4915-4920.
16. Li Yi, Cao Li, Luo Xiaoyan, Deng Wei-Ping. Highly Substituted Cyclopentenes Formation via a Stereoselective Tandem CDC Reaction and Cyclization Chin. J. Chem. 2012, 30, 2834-2838.
17. Hu Bin, Meng Meng, Jiang Shanshan, Deng Wei-Ping. Kinetic Resolution of Aryl Alkenylcarbinols Catalyzed by Fc-PIP. Chin. J. Chem. 2012, 30, 1289-1294.
18. Wang Wei-Liang, Feng Yu-Lan, Gao Wen-Qiang, Luo Xiaoyan and Deng Wei-Ping. A highly efficient BF3-Et2O-catalysed intramolecular [3+2] cycloaddition for the synthesis of 3,4-dihydrobenzopyrano[3,4-c]pyrazoles. RSC Adv., 2013, 3, 1687-1690.
19. Wang Zheng, Shi Ying, Luo Xiaoyan, Han De-Man and Deng Wei-Ping. Direct synthesis of pyrroles via 1,3-dipolar cycloaddition of azomethine ylides with ynones. New J. Chem., 2013, 37,1742-1745.
20. Wang Zheng, Luo Shuai, Zhang Shoude, Yang Wu-Lin, Liu Yang-Zi, Li Honglin, Luo Xiaoyan and Deng Wei-Ping. Catalytic Asymmetric Construction of Quaternary a-Amino Acid-Containing Pyrrolidines via 1,3-Dipolar Cycloaddition of Azomethine Ylides to a-Aminoacrylates Chem. Eur. J., 2013, 19, 6739-6745.
21. An Na, Tian Bo-Xue, Pi Hong-Jun, Eriksson Leif A. and Deng Wei-Ping. Mechanistic Insight into Self-propagation of Organo-mediated Beckmann Rearrangement: A Combined Experimental and Computational Study. J. Org. Chem. 2013, 78, 4297-4302.
22. Su-Ying Xu, Bin Hu, Stephen E. Flower, Yun-Bao Jiang, John S. Fossey, Deng Wei-Ping and James Tony D. Colorimetric enantioselective recognition of chiral secondary alcohols via hydrogen bonding to a chiral metallocene containing chemosensor. Chem. Commun. 2013, 49, 8314-8316.
23. Hui Jin, Lei Liang, Lifeng Liu, Deng Weiping, and Jianwen Liu. HDAC Inhibitor DWP0016 Activates p53 Transcription and Acetylation to Inhibit Cell Growth in U251 Glioblastoma Cells. J. Cell. Biochem. 2013, 114, 1498-1509.
24. Wang Zheng, Ye Jinjin, Wu Rui, Liu Yang-Zi, Fossey John S., Cheng Jiagao and Deng Wei-Ping. Bi-Aryl Rotation in Phenyl-dihydroimidazoquinoline Catalysts for Kinetic Resolution of Arylalkyl Carbinols. Catal. Sci. Technol. 2014, 4 (7), 1909-1913.
25. Wang Zheng-Lin, Li Hong-Liang, Ge Li-Shi, An Xing-Lan, Zhang Zi-Gang, Luo Xiaoyan, Fossey John, Deng Wei-Ping. DDQ-Mediated Oxidative Coupling: An Approach to 2,3-Dicyanofuran (Thiophene). J. Org. Chem. 2014, 79, 1156-1165.
26. Wang Zheng-Lin, An Xing-Lan, Ge Li-Shi, Jing-Hai Jin, Luo Xiaoyan, Deng Wei-Ping. DDQ-mediated oxidation of sp3 C-H bond for the direct synthesis of vicinal tricarbonyl compounds. Tetrahedron 2014, 70, 3788-3792.
27. Li Yi, Cao Li, Luo Xiaoyan, Deng Wei-Ping. The synthesis of 1, 2-diarylindenes via DDQ-mediated dehydrogenative intramolecular cyclization. Tetrahedron 2014, 70, 5974-5979.
28. Jiang Shanshan, Hu Bin, Yu Xingxin, Deng WeiPing. Fc-PIP Catalyzed Asymmetric Synthesis of cis-2,3-Dihydrobenzofurans. Chin. J. Chem. 2014, 32, 694-698.
29. Ge Li-Shi, Wang Zheng-Lin, An Xing-Lan, Luo Xiaoyan, Deng Wei-Ping. Direct Synthesis of Polysubstituted 2-Aminothiophenes through Cu(II)-Catalyzed Addition/Oxidative Cyclization of Alkynoates with Thioamides. Org. Biomol. Chem. 2014, 12(42), 8473-8479.
30. Luo Xiaoyan, Wang Zheng-Lin, Jin Jing-Hai, An Xing-Lan, Shen Zhenlu and Deng Wei-Ping. Copper-catalyzed α-aminoxylation of 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) via an aerobic oxidative sp3 C-H bond activation. Tetrahedron 2014, 70, 8226-8230.
31. Jiang Shan-Shan, Xu Qin-Chang, Zhu Ming-Yu, Yu Xingxin, Deng Wei-Ping. Kinetic Resolution of α-Methylene-β-hydroxy Esters Catalyzed by Acyl Transfer Catalyst An-PIQ. J. Org. Chem., 2015, 80, 3159-3169.
32. Jiang Shan-Shan, Gu Bo-Qi, Zhu Ming-Yu, Yu Xingxin, Deng Wei-Ping. Nonenzymatic kinetic resolution of α-aryl substituted allylic alcohols catalyzed by acyl transfer catalyst Np-PIQ. Tetrahedron, 2015, 71, 1187-1191.
33. Qin Wen-Jing, Li Yi, Yu Xingxin, Deng Wei-Ping. TBAI/TBHP catalyzed direct N-acylation of sulfoximines with aldehydes. Tetrahedron, 2015, 71, 1182-1186.
34. Li Hong-Liang, An Xing-Lan, Ge Li-Shi, Luo Xiaoyan, Deng Wei-Ping. Catalyitc α-Hydroxylation of Ketones under CuBr2 or HBr/DMSO Systems. Tetrahedron 2015, 71, 3247-3252.
35. Meng Jiang, Wu Di, Shi Ying, Yu Xingxin, Deng Wei-Ping.Construction of 1H-pyrrol-2-ylphosphonates via [3+2] cycloaddition of phosphate azomethine ylides with ynones. Tetrahedron, 2015, 71, 1074-1079.
36. Luo Xiaoyan, Ge Li-Shi, An Xing-Lan, Jin Jing-Hai, Wang Yu, Sun Pei-Pei Deng Wei-Ping. Regioselective Metal-Free One-pot Synthesis of Functionalized 2-Aminothiophene Derivatives. J. Org. Chem. 2015, 80, 4611-4617.
37. Yang Wu-Lin, Liu Yang-Zhi, Luo Shuai, Yu Xingxin, Fossey John S., Deng Wei-Ping. Copper-catalyzed asymmetric construction of dispiropyrrolidine skeleton via 1,3-dipolar cycloaddition of azomethine ylides with α-alkylidene. Chem. Commun. 2015, 51, 9212-9215.
38. Wang Zheng, Yu Xingxin, Tian Bo-Xue, Payne, Daniel T., Yang Wu-Lin, Liu Yang-Zi, Fossey John S., Deng Wei-Ping. Chiral N,O-Ligand/Cu(OAc)2 Catalyzed Asymmetric Construction of 4-Aminopyrrolidine Derivatives via 1,3-Dipolar Cycloaddition of Azomethine Ylides with α-phthalimidoacrylates. Chem. Eur. J. 2015, 21, 1-10.
39. Tang Fei-Fei, Yang Wu-Lin, Yu Xingxin, Deng Wei-Ping. Cu(OAc)2/FOXAP complex catalyzed construction of 2,5-dihydropyrrole derivatives via asymmetric 1,3-dipolar cycloaddition of azomethine ylides with ethynyl ketones. Catal. Sci. Technol. 2015, 5, 3568-3575.
40. Yang Wu-Lin, Tang Fei-Fei, He Fu-Sheng, Li Chun-Yan, Yu Xingxin, Deng Wei-Ping. Asymmetric construction of spirocyclic pyrrolidine-thia(oxa)zolidinediones via N,O-ligand/Cu(I) catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 5-alkylidene thia(oxa)zolidine-2,4-diones. Org. Lett. 2015, 17, 4822-4825.
41. He Fu-Sheng, Zhu Han, Wang Zheng, Gao Ming, Yu Xingxin, Deng Wei-Ping. Asymmetric Construction of 3,4-Diamino Pyrrolidines via Chiral N,O-Ligand/Cu(I) Catalyzed 1,3-Dipolar Cycloaddition of Azomethine Ylides with β Phthalimidonitroethene. Org. Lett. 2015, 17, 4988-4991.
42. Li Chun-Yan, Yang Wu-Lin, Luo Xiaoyan, Deng Wei-Ping. Diastereodivergent asymmetric Michael addition of cyclic azomethine ylides to nitroalkenes: direct approach for the synthesis of 1,7-diazaspiro[4.4]nonane diastereoisomers. Chem. Eur. J. 2015, 21, 19048-19057.
43. He Fu-Sheng, Jin Jing-Hai, Yang Zhong-Tao, Yu Xingxin, Fossey John S., Deng Wei-Ping. Direct Asymmetric Synthesis of β-Bis-Aryl-α-Amino Acid Esters via Enantioselective Copper-Catalyzed Addition of p-Quinone Methides. ACS Catalysis, 2016, 6(2), 652-656.
44. Huang Linwei, Zhu Jinbin, Jiao Guangjun, Wang Zheng, Yu Xingxin, Deng Wei-Ping, Tang Wenjun. Highly Enantioselective Rhodium-Catalyzed Addition of Arylboroxines to Simple Aryl Ketones: Efficient Synthesis of Escitalopram. Angew. Chem. Int. Ed. 2016, 55(14), 4527-4531.
45. Li Hong-Liang, Yu Wang, Pei-Pei Sun, Luo Xiaoyan, Zhenlu Shen, Deng Wei-Ping. α,β-Double electrophilic addition of allene-1,3-dicarboxylic esters for the construction of polysubstituted furans via KI/TBHP promoted oxidative annulation. Chem. Eur. J. 2016, 22, 9348-9355.
46. Yang Wu-Lin, Li Chun-Yan, Qin Wen-Jing, Tang Fei-Fei, Yu Xingxin, Deng Wei-Ping. Cu(I)-Catalyzed Chemoselective and Stereoselective [3 + 3] Cycloaddition of Azomethine Ylides with 2-Indolylnitroethylenes: Facile Access to Highly Substituted Tetrahydro-γ-Carbolines. ACS Catalysis, 2016, 6, 5685-5690.
47. Wang Yu, Jiang Chen-Min, Li Hong-Liang, He Fu-Sheng, Luo Xiaoyan, Deng Wei-Ping. Regioselective Iodine-catalyzed Construction of Polysubstituted Pyrroles from Allenes and Enamines J. Org. Chem. 2016, 81, 8653-8658.
48. Gu Bo-Qi, Zhang Hao, Su Ruo-Heng, Deng Wei-Ping. Organocatalytic asymmetric synthesis of dihydrocarbazoles via a formal [4+2] cycloaddition of in situ generated o-quinodimethanes with enals. Tetrahedron, 2016, 72, 6595-6602.