化学所分子识别与功能实验室
学术带头人

       刘利  研究员

       

        电话:86-10-62554614

        传真:86-10-62554449

        邮箱:lliu@iccas.ac.cn

        课题组主页:http://lliu.iccas.ac.cn/

     

    学术经历

    1991-1994   中国科学院化学所博士学位

    1994-1999   中国科学院研究生院教师

    1999-2001   比利时根特大学有机化学系博士后

    2002            美国西雅图华盛顿大学博士后

    2003-至今    中国科学院化学研究所,先后任副研究员、课题组长、研究员

     

    研究方向

    1. 不对称合成

    2. 环境友好介质中的有机反应研究

    3. 杂环及生物活性分子的合成

     

    工作简介

    本课题组围绕着有机合成方法学中选择性的调控,致力于发展高效高选择性的不对称反应和环境友好介质中的有机反应,合成具有重要生物活性的化合物。研究水等绿色介质中可能存在的特异反应过程和机制,设计与环境友好介质相匹配的催化体系,探索在传统有机溶剂中不能或很难进行的反应。

     

    Selected Work

    Research in our group focus on the development of efficient and highly selective asymmetric reactions and novel organic reactions in environmentally benign media for the synthesis of compounds with potential biological activities. Our studies are also driven by the discovery of the specific reaction processes and mechanisms that may exist in the green media. By designing suitable catalytic system, some reactions could be carried out better in green media such as water than in organic solvents.

     

    1. Asymmetric synthesis

    Enantioselective reactions of alcohols

     

    Enantioselective [3+2] cycloaddition reactions

     

    2. Dehydrative and dehydrogenative coupling reactions

     

    3. Organic reactions in environmentally benign media

    “On water” reaction

     

     

    Selected Publications

    1. Huang, H.-Y.; Cheng, L.;*, Liu, J.-J.; Wang, D.; Liu, L.;* Li, C.-J.* “Transition-Metal-Free Alkynylation of 2‑Oxindoles through Radical−Radical Coupling”, J. Org. Chem. 2017, 82, 2656-2663.

    2. Kong, D.-L.; Cheng, L.; Wu, H.-R.; Li, Y.-X.; Wang, D.; Liu, L.*, “A metal-free yne-addition/1,4-aryl migration/decarboxylation cascade reaction of alkynoates with Csp3–H centers”, Org. Biomol. Chem., 2016, 14, 2210-2217.

    3. Ren, C.-L.; Wei, F.; Xuan, Q.-Q.; Wang, D.; Liu, L.*, “Organocatalytic Enantioselective Reaction of Cyclopent-2-enone-Derived Morita–Baylis–Hillman Alcohols with 4-Hydroxycoumarins”Adv. Synth. Catal. 2016, 358, 132-137

    4. Wei, F.; Huang, H.-Y.; Zhong, N.-J.; Gu, C.-L.; Wang, D.; Liu, L.* “Highly Enantioselective [3 + 2]-Annulation of Isatin-Derived Morita−Baylis−Hillman Adducts with Cyclic Sulfonimines” Org. Lett. 2015, 17, 1688-1691.

    5. Li, Y.-X.; Liu, L.;* Kong, D.-L.; Wang, D.; Feng, W.-C.; Yue, T.; Li, C.-J. “Palladium-Catalyzed Alkynylation of Morita−Baylis−Hillman Carbonates with (Triisopropylsilyl)acetylene on Water” J. Org. Chem., 2015, 80, 6283-6290.

    6. Wei, F.; Ren, C.-L.; Wang, D.; Liu, L.* “Highly Enantioselective [3+2] Cycloaddition of Vinylcyclopropane with Nitroalkenes Catalyzed by Palladium(0) with a Chiral Bis(tert-amine) Ligand”, Chem. Eur. J. 2015, 21, 2335-2338.

    7. Huang, H.-Y.; Wu, H.-R.; Wei, F.; Wang, D.; Liu, L.* “Iodine-Catalyzed Direct Olefination of 2-Oxindoles and Alkenes via Cross-Dehydrogenative Coupling (CDC) in Air” Org. Lett., 2015, 17, 3702–3705.

    8. Li, Y.-X.; Xuan, Q.-Q.; Liu, L.;* Wang D.; Chen, Y.-J.; Li, C.-J.* “A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols to Access 1,4-Enynes” J. Am. Chem. Soc, 2013, 135, 12536-12539.

    9. Zhang, T.; Qiao, Z.; Wang, Y.; Zhong, N. J.; Liu, L.;* Wang, D.; Chen, Y. J. “Asymmetric direct α-alkylation of 2-oxindoles with Michlers Hydrol catalyzed by bis-cinchona alkaloid/Bronsted acid via SN1-type pathway” Chem. Commun. 2013, 49, 1636-1638.

    10. Zhong, N.-J.; Wei, F.; Xuan, Q.-Q.; Liu, L.;* Wang, D.; Chen, Y.-J. “Highly Diastereo- and Enantioselective [3+2] Annulation of Isatin-derived Morita-Baylis-Hillman Carbonates with Trifluoropyruvate Catalyzed by Tertiary Amine” Chem. Commun., 2013, 49, 11071-11073.

    11. Wang, Y.; Liu, L.*; Zhang, T.; Zhong, N.-J.; Wang, D.; Chen, Y.-J. “Diastereo- and enantioselective [3+2] cycloaddition reaction of Morita-Baylis-Hillman carbonates of isatins with N-phenylmaleimide catalyzed by Me-DuPhos” J. Org. Chem. 2012, 77, 4143-4147.

    12. Qiao, Z.; Shafiq, Z.; Liu, L.*; Yu, Z.-B.; Zheng, Q.-Y.; Wang, D.; Chen, Y.-J.* “An organocatalytic, δ-regioselective, and highly enantioselective nucleophilic substitution of cyclic Morita–Baylis–Hillman alcohols with indoles” Angew. Chem. Int. Ed. 2010, 49, 7294-7298.

    13. Liu, L.; Wang, D. "On-water" for Green Chemistry”, Handbook of Green Chemistry, Volume 5: Reactions in Water, Chapter 7, Edited by C. J. Li, Wiley-VCH, 2010

     

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