兰州大学研究生导师:达朝山

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兰州大学研究生导师:达朝山

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兰州大学研究生导师:达朝山 正文

  学习经历

  2010年3月—2011年3月,美国宾夕法尼亚大学化学系, 访问学者,合作者Patrick J. Walsh教授。

  2000年9月—2003年6月,兰州大学生命科学学院生物化学与分子生物学研究所,从事博士学位的学习和研究工作,获得理学博士学位,导师王锐教授。

  1998年9月—2000年6月,兰州大学生命科学学院生物化学与分子生物学研究所,从事硕士学位的学习和研究工作,获得理学硕士学位,导师王锐教授。

  1986年9月—1990年6月,兰州大学原生物系植物生理专业学习,获得理学学士学位。

  工作经历

  2012-, 兰州大学,生命科学学院生物化学与分子生物学研究所,教授,博士生导师。

  2010-2012,兰州大学,生命科学学院生物化学与分子生物学研究所,副教授,博士生导师。

  2007-2010,兰州大学,生命科学学院生物化学与分子生物学研究所,副教授,硕士生导师。

  2005-2007,兰州大学,生命科学学院生物化学与分子生物学研究所,讲师,硕士生导师。

  2003-2005,兰州大学,生命科学学院生物化学与分子生物学研究所,讲师。

  1990-1997,甘肃省科学院,生物研究所,研究实习员。

  教学及指导研究生情况

  本科生教学,主讲《生物化学》

  发表论文及专著

  一、发表SCI论文情况

  Pei Wang, Hong-Feng Li, Jia-Zhen Zhao, Zhi-Hong Du, and Chao-Shan Da, Organocatalytic Enantioselective Cross-Aldol Reaction of o-Hydroxyarylketones and Trifluoromethyl Ketones, Org. Lett., 2017, 19, 2634–2637. (pdf)

  Pei Wang, Yue Liu, Ya-Lun Zhang and Chao-Shan Da, The inexpensive additive N-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes, Chirality 2017, DOI: 10.1002/chir.22709. (pdf)

  Pei Wang, Jia-Zhen Zhao, Hong-Feng Li, Xiang-Ming Liang, Ya-Lun Zhang, Chao-Shan Da, Acid-catalyzed highly diastereoselective and effective synthesis of 1,3-disubstituted tetrahydropyrano[3,4-b]indoles, Tetrahedron Lett. 2017, 58, 129-133. (pdf)

  Wen-Wen Xie, Yue Liu, Rui Yuan, Dan Zhao, Tian-Zhi Yu, Jian Zhang, Chao-Shan Da,Transition Metal-Free Homocoupling of Unactivated Electron-Deficient Azaarenes, Adv. Synth. Catal. 2016, 358, 994-1002.(pdf)

  Long Qin, Pei Wang, Yixin Zhang, Zhengxiang Ren, Xin Zhang, Chao-Shan Da,Direct Asymmetric Friedel–Crafts Reaction of Naphthols with Acetals Catalyzed by Chiral Br?nsted Acids, Synlett 2016, 27, 571–574.(pdf)

  Rui Yuan, Dan Zhao, Li-Yuan Zhang, Xiang Pan, Yan Yang, Pei Wang, Hong-Feng Li, Chao-Shan Da,Isopropylmagnesium chloride-promoted unilateral addition of Grignard reagents to β-diketones: one-pot syntheses of β-tertiary hydroxyl ketones or 3-substituted cyclic-2-enones,Org. Biomol. Chem. 2016, 14, 724-728.(pdf)

  Pei Wang, Yan-E Jia, Jia-Zhen Zhao, Dan Zhao, Rui Yuan, Chao-Shan Da, Design and Synthesis of Chiral Binaphthol-Derived Bisphosphoric Acids and Their Application in the Catalytic Enantioselective Hydrogenation of Quinolines, Asian J. Org. Chem. 2015, 4, 430–433.(pdf)

  Yong-Xin Yang, Yue Liu, Lei Zhang, Yan-E Jia, Pei Wang, Fang-Fang Zhuo, Xian-Tao An, and Chao-Shan Da, Aryl Bromides as Inexpensive Starting Materials in the Catalytic Enantioselective Arylation of Aryl Aldehydes: the Additive TMEDA Enhances the Enantioselectivity,    J. Org. Chem. 2014, 79, 10696-10702.(pdf)

  Lin Sun, Qi-Peng Guo, Xiao Li, Lei Zhang, Yu-Yan Li and Chao-Shan Da, C2-Symmetric Homobimetallic Zinc Complexes as Chiral Catalysts for the Highly Enantioselective Hydrophosphonylation of Aldehydes, Asian J. Org. Chem. 2013, 2, 1031-1035. (pdf) (html)?

  Lei Zhang, Lin Sun, Yu-Yan Li, Yue Liu, Yong-Xin Yang, Rui Yuan, Pei Wang, Chao-Shan Da, Catalytic Asymmetric Arylation of Enals to Enantioenriched Linear Trisubstituted Allylic Secondary Alcohols by using Aryl Lithiums Generated In?Situ from Aryl Bromides, ChemCatChem 2013, 5, 3516-3519. (pdf) (html)??

  Zhi-Xue Du, Li-Yuan Zhang, Xin-Yuan Fan, Feng-Chun Wu, Chao-Shan Da, Highly Enantioselective Biomimetic Intramolecular Dehydration: Kinetic Resolution of β-Hydroxy Ketones Catalyzed by β-Turn Tetrapeptides, Tetrahedron Lett. 2013,54, 2828-2832. (pdf) (html)

  Fang-Fang Zhuo, Wen-Wen Xie, Yong-Xin Yang, Lei Zhang, Pei Wang, Rui Yuan, Chao-Shan Da, TMEDA-Assisted Effective Direct ortho-Arylation of Electron-Deficient N-heteroarenes with Aromatic Grignard Reagents, J. Org. Chem. 2013, 78, 3243-3249. (pdf) (html)

  Zhang, J.; Stanciu, C.; Wang, B.; Hussain, M. M.; Da, C. S.; Carroll, P. J.; Dreher, S. D.; Walsh, P. J. Palladium-Catalyzed Allylic Substitution with (η6-Arene-CH2Z)Cr(CO)3- Based Nucleophiles. J. Am. Chem. Soc. 2011, 133, 20552-20560.(pdf)(html)

  Qin, L.; Li, L.; Yi, L.; Da, C. S.; Zhou, Y. F.  Direct Asymmetric N-Specific Reaction of Nitrosobenzene with Aldehydes Catalyzed by a Chiral Primary Amine-Based Organocatalyst, Chirality 2011, 23, 527-533.(pdf)(html)

  Fan, X. Y.; Yang, Y. X.; Zhuo, F. F.; Yu, S. L.; Li, X.; Guo, Q. P.; Du, Z. X.; Da, C. S. AlCl3 and BDMAEE: A Pair of Potent Reactive Regulators of Aryl Grignard Reagents and Highly Catalytic Asymmetric Arylation of Aldehydes Chem. Eur. J. 2010, 16, 7988-7991. (pdf)(html) This work was highlighted by Synfacts (Yamamoto, H.; Brady, P. Synfacts 2010, 10, 1164).

  Liu, Y.; Da, C. S.; Yu, S. L.; Yin, X. G.; Wang, J. R.; Fan, X. Y.; Li, W. P.; Wang, R. Catalytic Highly Enantioselective Alkylation of Aldehydes with Deactivated Grignard Reagents and Synthesis of Bioactive Intermediate Secondary Arylpropanols J. Org. Chem. 2010, 75, 6869 -6878.(pdf)(html)

  Zhu, G. J.; Da, C. S.; Jia, Y. N.; Ma, X.; Yi, L. Direct Asymmetric Aldol Reaction Catalyzed by C2-symmetrical Chiral Primary Amine Organocatalysts,  Lett. Org. Chem. 2010, 7, 15-20.

  Da, C. S.; Wang, J. R.; Yin, X. G.; Fan, X. Y.; Liu, Y.; Yu, S. L., Highly Catalytic Asymmetric Addition of Deactivated Alkyl Grignard Reagents to Aldehydes, Org. Lett. 2009, 11, 5578-5581. (pdf) (html). This work was highlighted by Synfacts (Lautens, M.; Candito, D. A. Synfacts 2010, 3, 323.) and Organic Chemistry: Highlights (Taber, D. F. Org. Chem. Highlights 2010, July 12.)

  Wu, F. C.; Da, C. S.; Du, Z. X.; Guo, Q. P.; Li, W. P.; Yi, L.; Jia, Y. N.; Ma, X. N-Primary-Amine-Terminal β-Turn Tetrapeptides as Organocatalysts for Highly Enantioselective Aldol Reaction, J. Org. Chem. 2009, 74, 4812-4818.(pdf) (html).

  Da, C. S.; Che, L. P.; Guo, Q. P.; Wu, F. C.; Ma, X.; Jia, Y. N.  2,4-Dinitrophenol as An Effective Cocatalyst: Greatly Improving the Activities and Enantioselectivities of Primary Amine Organocatalysts for Asymmetric Aldol Reactions, J. Org. Chem. 2009, 74, 2541-2546. (pdf) (html).

  Ma, X.; Da, C. S.; Yi, L.; Jia, Y. N.; Guo, Q. P.; Che, L. P.; Wu, F. C.; Wang, J. R.; Li, W. P. Highly efficient primary amine organocatalysts for the direct asymmetric aldol reaction in brine, Tetrahedron: Asymmetry 2009, 20, 1419-1424.(pdf) (html)

  Jia, Y. N.; Wu, F. C.; Ma, X.; Zhu, G. J.; Da, C. S. Highly efficient prolinamide-based organocatalysts for the direct asymmetric aldol reaction in brine, Tetrahedron Lett. 2009, 50, 3059-3062.(pdf) (html)

  Yang, R. Y.; Da, C. S.; Yi, L.; Wu, F. C.; Li, H. Asymmetric conjugate addition of unmodified propionaldehyde to β-nitrostyrenes catalyzed by readily available proline-based dipeptidols, Lett. Org. Chem. 2009, 6, 44-49.

  Li, H.; Da, C.-S.; Xiao, Y. H.; Li, X.; Su, Y. N. Direct Asymmetric Aldol Reaction of Aryl Ketones with Aryl Aldehydes Catalyzed by Chiral BINOL-Derived Zincate Catalyst, J. Org. Chem. 2008, 73, 7398-7401.(pdf) (html)

  Da, C. S.; Ni, M.; Han, Z. J.; Yang, F.; Wang, R. Novel non-azacyclo 1,2-amino alcohols derived from phenylalanine and highly enantioselective addition of diethylzinc to aryl aldehydes, J. Mol. Catal. A: Chem. 2006, 245, 1-7.(pdf) (html)

  Han, Z. J.; Da, C. S.; Qiu, L.; Ni, M.; Zhou, Y. F.; Wang, R. The natural amino acid derived chiral sulfonamide ligands in the catalytic asymmetric addition of phenylacetylene to aldehydes, Lett. Org. Chem. 2006, 3, 143-148.

  Ni, M.; Wang, R.; Han, Z. J.; Mao, B.; Da, C. S.; Liu, L.; Chen, C. Synthesis of new C2-symmetrical bissulfonamide ligands and application in the enantioselective addition of alkynylzinc to aldehydes and ketones, Adv. Synth. Catal. 2005, 347, 1659-1665.(pdf)

  Kang, Y. F.; Wang, R.; Liu, L.; Da, C. S.; Yan, W. J.; Xu, Z. Q. Enantioselective alkynylation of aromatic aldehydes catalyzed by new chiral oxazolidine ligands, Tetrahedron Lett. 2005, 46, 863-865.(pdf) (html)

  Han, Z. J.; Da, C. S.; Xu, Z. Q.; Ni, M.; Wang, R. The asymmetric addition of phenylacetylene to aldehydes catalyzed by L-leucine derived chiral sulfonamide alcohol ligands, J. Mol. Catal. A.: Chem. 2005, 236, 32-38. (pdf) (html)

  Da, C. S.; Xin, Z. Q.; Xiao, Y. N.; Wang, H. S.; Su, W.; Yang, F.; Wang, R. Novel β-Aminoalcohols with Bulky Substituents and the Application in Enantioselective Addition of Diethyl Zinc to Arylaldehydes(in Chinese), Chin. J. Org. Chem. 2004, 24, 943-945.(pdf)

  Zhou, Y. F.; Wang, R.; Xu, Z. Q.; Yan, W. J.; Liu, L.; Gao, Y. F.; Da, C. S. Boc-L-proline as a new chiral ligand for enant ioselective phenylacetylene addition to aromatic aldehydes, Tetrahedron: Asymmetry 2004, 15, 589-591.(pdf) (html)

  Xu, Z. Q.; Wang, R.; Xu, J. K.; Da, C. S.; Yan, W. J.; Chen, C. Highly enantioselective addition of phenylacetylene to aldehydes catalyzed by a β-sulfonamide alcohol-titanium complex, Angew. Chem., Int. Ed. 2003, 42, 5747-5749.(pdf) (html)

  Wang, H. S.; Da, C. S.; Xin, Z. Q.; Su, W.; Xiao, Y. N.; Liu, D. X.; Wang, R. Enantioselective conjugate addition of diethylzinc to chalcone catalyzed by Ni(acac)2 and chiral β-amino alcohols, Chin. J. Chem. 2003, 21, 1105-1107.(pdf)

  Da, C. S.; Han, Z. J.; Ni, M.; Yang, F.; Liu, D. X.; Zhou, Y. F.; Wang, R. A convenient synthesis of piperidine-based β-amino alcohols from L-Phe and highly enantioselective addition of diethyl zinc to aldehydes, Tetrahedron: Asymmetry 2003, 14, 659-665. (pdf) (html)

  Da, C. S.; Wei, J.; Dong, S. L.; Xin, Z. Q.; Liu, D. X.; Xu, Z. Q.; Wang, R. Highly catalytic enantioselective epoxidation of enones with weak base bicarbonate and hydrogen peroxide, Synth.Commun. 2003, 33, 2787-2792.(pdf) (html)

  Xin, Z. Q.; Da, C. S.; Dong, S. L.; Liu, D. X.; Wei, J.; Wang, R. A novel method for the synthesis of (R)-2,2'-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxylic acid by asymmetric oxidative coupling of a chiral β-naphthol derivative catalyzed by CuCl, Tetrahedron: Asymmetry 2002, 13, 1937-1940.(pdf) (html)

  Liu, D. X.; Zhang, L. C.; Wang, Q.; Da, C.-S.; Xin, Z. Q.; Wang, R.; Choi, M. C. K.; Chan, A. S. C. The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes, Org. Lett. 2001, 3, 2733-2735.(pdf) (html)

  Yang, X. W.; Shen, J. H.; Da, C. S.; Wang, H. S.; Su, W.; Liu, D. X.; Wang, R.; Choi, M. C. K.; Chan, A. S. C. Highly enantioselective addition of diethylzinc to aldehydes catalyzed by a new chiral C2-symmetric Ti-diol complex, Tetrahedron Lett. 2001, 42, 6573-6575.(pdf) (html)

  Liu, D. X.; Wang, Q.; Zhang, L. C.; Da, C. S.; Wang, R. Trimethylsilylcyanation of Aromatic Aldehydes Catalyzed by BINOL-Li Salt (in Chinese), Chem. J. Chin. Univ. 2001, 22, 601-602.(pdf) (html)

  Yang, X. W.; Su, W.; Liu, D. X.; Wang, H. S.; Shen, J. H.; Da, C. S.; Wang, R.; Chan, A. S. C. Preparation and application of polymer-grafted Ti-BINOL complexes as chiral catalysts in the enantioselective addition of diethylzinc to aldehydes, Tetrahedron 2001, 56, 3511-3516.(pdf) (html)

  Yang, X. W.; Sheng, J. H.; Da, C. S.; Wang, H. S.; Su, W.; Wang, R.; Chan, A. S. C. Polymer-Supported BINOL Ligand for the Titanium-Catalyzed Diethylzinc Addition to Aldehydes: A Remarkable Positive Influence of the Support on the Enantioselectivity of the Catalyst, J. Org. Chem. 2000, 65, 295-266.(pdf) (html).

  Su, W.; Wang, H. S.; Da, C. S.; Wang, R. Asymmetric Synthesis of Optically Active 1,1'-Bi-2-Naphthol (in Chinese), Chem. J. Chin. Univ. 2000, 21, 1408-1409.(pdf)(html)

  Wang, H. S.; Yang, X. W.; Su, W.; Liu, D. X.; Da, C. S.; Wang, R. Preparation of a Polymer Supported BINOL-Ti Catalyst and Its Application in Asymmetric Addition of Diethylzinc to Aldehydes (in Chinese), Chem. J. Chin. Univ. 2000, 21, 1524-1525. (pdf) (html)

  Yang, X. W.; Shen, J. H.; Da, C. S.; Wang, R.; Choi, M. C. K.; Yang, L.; Wong, K. Chiral pyrrolidine derivatives as catalysts in the enantioselective addition of diethylzinc to aldehydes, Tetrahedron: Asymmetry 1999, 10, 133-138.(pdf) (html)

  二、专利申请

  达朝山,谢雯雯,刘跃,一种含氮杂环芳香化合物的对称二聚体的制备方法,申请号:201510903111.8。

  达朝山,樊新元,卓芳芳,杨永新,不对称催化法合成光学活性二级芳基醇,申请号:CN 201010188258,公开号: CN101844958, 2010年5月27日,专利号:ZL 2010 1 0188258.0, 授权公告日:2015年11月25日。

  达朝山,苏亚宁,洪满贵,保英明,曹福军,一种生长抑素的合成方法,申请号:CN200910142420.2,公开号:CN101570570,2009年6月3日,专利号:ZL 2009 1 0142420.2,授权公告日:2013年07月10日。

  三、参编书籍

  达朝山,王 锐:高效手性配体的设计合成及其在二乙基锌对醛的不对称加成反应中的应用,《不对称有机反应》(第一版),李月明、范青华、陈新滋主编,化学工业出版社,北京,中国,2005年,第6章:pp275-291。

  研究方向

  1. 合成多肽作为人工酶仿生催化的化学生物学

  2. 手性药物的高效和绿色不对称合成

  3. 生物活性肽的高效合成与工艺开发

  项目成果

  国家自然科学基金项目:

  格氏试剂的钝化及其在手性配体作用下对醛的不对称加成反应研究,国家自然科学基金,No. 20672051,28万元,2007年至2009年。

  脱水酶的高级结构肽模拟物的设计、合成及其催化β-羰基醇脱水反应过程中的手性识别作用研究,国家自然科学基金,No. 21072087, 36万元,2011年至2013年。

  荣誉、获奖

  2008年甘肃省自然科学奖一等奖。完成人:王锐,许兆青,达朝山,杨晓武,张邦志。项目名称:具有重要医药用途的若干不对称催化合成方法学研究 。(2008-Z1-002-R3)。

  2009第十六届“甘肃省普通高等学校青年教师成才奖”。

  社会工作

  甘肃省化学会第十六届理事,现任甘肃省化学会第十七届理事会理事。

 

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