光电纳米催化研究中心

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沈晓

武汉大学高等研究院教授,博士生导师

中组部青年千人计划入选者(第十四批)

武汉大学“弘毅青年学者”冠名教授

邮箱:xiaoshen@whu.edu.cn

 

研究方向

1)催化有机合成方法学:新型催化剂的设计合成和催化反应研究

2)元素有机化学:基于硅/氟元素的有机化学反应及其在重要生物活性分子和功能材料中的合成应用研究

 

教育与研究经历

2017.08-              武汉大学高等研究院,教授,博导

2015.6-2017.07   美国波士顿学院,博士后,合作导师:Prof. Amir H. Hoveyda

2014.02-2015.05   美国哈佛大学,博士后,合作导师:Prof. Tobias Ritter

2013.07-2014.02  中科院上海有机化学研究所,研究助理

2008.09-2013.07   中科院上海有机化学研究所,博士,导师:胡金波研究员

 

荣誉与奖励

中国科学院优秀博士论文奖 (2014)

中国科学院院长特别奖 (2013)

中国科学院优秀毕业生 (2013)

获邀参加第63届诺贝尔奖获得者大会 (2013)

入选爱思唯尔博士生奖全球45人名单 (2011)

中国科学院朱李月华优秀博士生奖 (2011)

先正达研究生奖学金 (2010)

 

科研工作主要成绩

    沈晓博士一直从事生物活性分子导向得有机合成方法学研究。主要成果包括:1)发展了几个新型氟化学试剂和方法,并在国际上率先将光学纯含氟亚砜亚胺引入到对映选择性氟烷基化反应中;2)纠正了国际同行关于亲核加成反应的一个错误观点;3)实现了高效C-O键形成反应,并应用到糖苷化反应中;4)实现了钼催化剂控制的E-选择性关环复分解反应, 并应用于重要生理活性的大环化合物(例如三期临床药物Pacritinib)的合成中;5)发展了钌催化剂控制的Z-选择性烯烃复分解反应,并应用到具有重要生理活性的血小板聚集体抑制剂、天然产物和大环多肽的合成中。

 

已发表论文:

1. X. Shen, T. T. Nguyen, M. J. Koh, D. Xu, A. W. H. Speed, R. R. Schrock, A. H. Hoveyda.* “Kinetically E-Selective Macrocyclic Ring-closing Metathesis” Nature 2017541, 380-385.

2. C. Xu,# X. Shen,# A. H. Hoveyda.* “In situ Methylene Capping: A General Strategy for Efficient Stereo-Retentive Catalytic Olefin Metathesis. The Concept, Methodological Implications and Applications to Synthesis of Biologically Active Compounds”  J. Am. Chem. Soc. 2017139, 10919-10928. (# contributed equally).

3. C. Xu, Z. Liu, S. Torker, X. Shen, D. Xu, A.H. Hoveyda.* “Synthesis of Z- or E-Trisubstituted Allylic Alcohols and Ethers by Kinetically Controlled Cross-Metathesis with a Ru Catechothiolate Complex,"  J. Am. Chem. Soc. 2017, 139, 15640-15643.

4.F. Meng, X. Li, S. Torker, Y. Shi, X. Shen, Amir H. Hoveyda.* “Catalytic Enantioselective 1,6-Conjugate Additions of Propargyl and Allyl groups” Nature 2016537, 387-393.

5. T. T. Nguyen, M. J. Koh, X. Shen, F. Romiti, R. R. Schrock, A. H. Hoveyda.* “Kinetically Controlled E-Selective Catalytic Olefin Metathesis” Science 2016, 352, 569-575.

6. X. Shen, C. N. Neumann, C. Kleinlein, N. W. Goldberg, T. Ritter.* “Alkyl Aryl Ether Bond Formation with PhenoFluor” Angew. Chem. Int. Ed. 201554, 5662-5665.

7. N. W. Goldberg, X. Shen, J. Li, T. Ritter.* “AlkylFluor: Deoxyfluorination of Alcohols” Org. Lett. 2016, 18, 6102-6104.

8. X. Shen, W. Miao, C. Ni, J. Hu.* “Stereoselective Nucleophilic Fluoromethylation of Aryl Ketones: Dynamic Kinetic Resolution of Chiral α-Fluoro Carbanions” Angew. Chem. Int. Ed. 2014, 53, 775-779.

9. X. Shen, W. Zhang, C. Ni, Y. Gu, J. Hu.* “Tuning the Reactivity of Difluoromethyl Sulfoximines from Electrophilic to Nucleophilic: Stereoselective Nucleophilic Difluoromethylation of Aryl Ketones” J. Am. Chem. Soc. 2012134, 16999-17002.

10. X. Shen, W. Zhang, L. Zhang, T. Luo, X. Wan, Y. Gu, J. Hu.* “Enantioselective Synthesis of Cyclopropanes That Contain Fluorinated Tertiary Stereogenic Carbon Centers: A Chiral α-Fluoro Carbanion Strategy” Angew. Chem. Int. Ed. 2012, 51, 6966-6970.

11.  X. Shen, L. Zhang, Y. Zhao, L. Zhu, G. Li, J. Hu.* “Nucleophilic Fluoromethylation of Aldehydes with Fluorobis(phenylsulfonyl)methane: The Importance of Strong Li-O Coordination and Fluorine Substitution for C-C Bond Formation” Angew. Chem. Int. Ed. 2011, 50, 2588-2592.

12.  X. Shen, M. Zhou, C. Ni, W. Zhang, J. Hu.* “Direct Monofluoromethylation of O-, S-, N-, and P-Nucleophiles with PhSO(NTs)CH2F: Accelerating Effect of α-Fluorine Substitution” Chem. Sci. 20145, 117-122.

13.  X. Shen, Q. Liu, T. Luo, J. Hu.* “Nucleophilic Difluoromethylation of Epoxides with PhSO(NTBS)CF2H by a Preorganization Strategy” Chem. Eur. J. 2014, 20, 6795-6800.

14.  X. Shen, J. Hu.* “Fluorinated Sulfoximines: Preparation, Reactions and Applications” Eur. J. Org. Chem. 2014, 4437-4451.

15.  X. Shen, Q. Liu, W. Zhang, J. Hu.* “Stereoselective Synthesis of (Sulfonimidoyl)cyclopropanes with (R)-PhSO(NTs)CH2Cl and α,β-Unsaturated Weinreb Amides: Tuning the of Selectivity between C–Cl and C–S Bond Cleavage Eur. J. Org. Chem. 2016, 906-909.

16.  X. Shen, Q. Liu, C. Ni, J. Hu.* “Nucleophilic Difluoro(phenylsulfonimidoyl)- methylation of Unactivated Alkyl Bromides with PhSO(NTBS)CF2H: Facile Entry into gem-Difluoroalkenes” Chin. J. Chem. 2014, 32, 703-708.

17.  X. Shen, C. Ni, J. Hu.* “Highly Stereoselective and One-Pot Synthesis of Tetra-substituted Monofluoroalkenes with Aldehydes and Fluorobis(phenyl- sulfonyl)methane” Chin. J. Chem. 2013, 31, 878-884.

18.  X. Shen, C. Ni, J. Hu.* “Nucleophilic Fluoroalkylation of α,β-Unsaturated Carbonyl Compounds with α-Fluorinated Sulfones: Investigation of the Rever-sibility of 1,2-Additions and the Formation of 1,4-Adducts” Helv. Chim. Acta201295, 2043-2051.

19.  Q. Liu, X. Shen, C. Ni, J. Hu.* “Stereoselective Carbonyl Olefination with Fluorosulfoximines: Facile Access to Z or E Terminal Monofluoroalkenes” Angew. Chem. Int. Ed. 2017, 56, 619-623.

20.  T. Luo, R. Zhang, X. Shen, W. Zhang, C. Ni, J. Hu.* “Brønsted acid-catalyzed 1,2-fluorine migration with fluoroepoxides” Dalton Trans. 201544, 19636-19641.

21.  T. Luo, R. Zhang, W. Zhang, X. Shen, T. Umemoto, J. Hu.* “Divergent Rearrangements of Cyclopropyl-Substituted Fluoroepoxides Involving C–F Bond Cleavage and Formation” Org. Lett. 201416, 888-891.

22.  Y. Zhao, C. Ni, F. Jiang, B. Gao, X. Shen, J. Hu.* “Copper-Catalyzed Debenzoylative Monofluoromethylation of Aryl Iodides Assisted by the Removable (2-Pyridyl)sulfonyl Group” Acs Catal. 20133, 631-634.

 

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