Shi, Shiliang   Professor

State Key Laboratory of Organometallic Chemistry

Shanghai Institute of Organic Chemistry, CAS

345 Lingling Lu, Shanghai 200032

Phone/Fax: +86 21 54925580

Email:shiliangshi@sioc.ac.cn

EducationandResearch Experience:

2016.06-Present:Professor, State Key Laboratory of Organometallic Chemistry, SIOC

2012.11-2016.05:Postdoctoral Associate,Department of Chemistry,Massachusetts Institute of Technology(Advisor: Prof.Stephen L. Buchwald)

2011.10-2012.10 JSPSPostdoctoralFellow,Graduate School of Pharmaceutical Sciences, University of Tokyo,(Advisor: Prof.Motomu Kanai)

2008.10-2011.09Ph.D.,Graduate School of Pharmaceutical Sciences,University of Tokyo,(Advisor: Prof.Masakatsu Shibasaki and Motomu Kanai)

 

 

Awards & Honors:

Thieme Chemistry Journals Award (2019)

Bayer Investigator Award (2021)

Shanghai Academic Research Leader (Youth, 2022)

Research Interest:

· Development of New Privileged Chiral Ligands

· Development of Novel, Efficient, and Practical Enantioselective Catalytic Reactions

· Design and Syntheses of New Optically Active Polymers

Selected Publications

1.Lin-Xin Ruan, Bo Sun, Jia-Ming Liu,Shi-Liang Shi*Dynamic kinetic asymmetricarylation andalkenylationof ketones.Science2023,379, 662-670.     

2. Chen-Fei Liu#, Zi-Chao Wang#, Xiaohua Luo#, Jiawei Lu, Charyl Hui Min Ko,Shi-Liang Shi*, Ming Joo Koh* Synthesis of tri- and tetrasubstituted stereocentres by nickel-catalysed enantioselective olefin cross-couplings.Nat. Catal.2022,5, 934-942.  

3. Jun-Bao Ma, Xia Zhao, Dongju Zhang*,Shi-Liang Shi*Enantio- and Regioselective Ni-Catalyzed para-C-H Alkylation of Pyridines with Styrenes via Intermolecular Hydroarylation.J. Am. Chem. Soc.2022,144, 13643-13651.  

4. Wu-Bin Zhang, Guang Chen,Shi-Liang Shi*    Enantioselective Ni/N-Heterocyclic Carbene-Catalyzed Redox-Economical Coupling of Aldehydes, Alkynes, and Enones for Rapid Construction of Acyclic All-Carbon Quaternary Stereocenters.J. Am. Chem. Soc.2022,144, 130-136.  

5. Zi-Chao Wang, Jian Gao, Yuan Cai, Xiaodong Ye,Shi-Liang Shi*Chemo- and Enantioselective Arylation and Alkenylation ofAldehydes Enabled by Nickel/ N-Heterocyclic Carbene Catalysis.CCS Chem.2022,4, 1169-1179.  

6. Binyang Jiang,Shi-Liang Shi*Pd-Catalyzed Cross-Coupling of Alkylzirconocenes and Aryl Chlorides.Chin. J. Chem.2022,40, 1813-1820.  

7. Lei Gao, Sheng Liu, Zi-Chao Wang, Yongjun Mao*,Shi-Liang Shi*Ligand- and Additive-Free CuCl2-Catalyzed para-C-H Alkylation ofAniline Derivatives via Carbene Insertion.Asian J. Org. Chem.2022, 11, e202100723.  

8. Yurong Zhang, Han Wang*, Yongjun Mao,Shi-Liang Shi*Ni-Catalyzed Three-Component Coupling Reaction of Butadi-ene, Aldimines and Alkenylboronic Acids.Chin. J. Org. Chem.2022, 42, 1198-1209.  

9. Binyang Jiang,Shi-Liang Shi*Recent Progress in Upgrading of Alcohol and Amine viaAsymmetric Dehydrogenative Coupling.Chin. J. Org. Chem.2022,42, 3263-3279.  

10. Yuan Cai,Shi-Liang Shi*Enantioconvergent Arylation of Racemic Secondary Alcohols to Chiral Tertiary Alcohols Enabled by Nickel/N-Heterocyclic Carbene Catalysis.J. Am. Chem. Soc.2021,143, 11963-11968.  

11. Zi-Chao Wang, Pei-Pei Xie, Youjun Xu, Xin Hong*,Shi-Liang Shi*Low-Temperature Ni-Catalyzed C-N Cross-Coupling via Kinetic Resolution Enabled by a Bulky yet Flexible Chiral N-Heterocyclic Carbene Ligand.Angew. Chem. Int. Ed.2021,60, 16077-16084.  

12. Yuan Cai, Lin-Xin Ruan, Abdul Rahman,Shi-Liang Shi*Fast Enantio- and Chemoselective Arylation of Ketones with Organoboronic Esters Enabled by Nickel/NHC Catalysis.Angew. Chem., Int. Ed.2021,60, 5262-5267.  

13. Yu-Qing Li, Guang Chen,Shi-Liang Shi*Regio- and Trans-Selective Ni-Catalyzed Coupling of Butadiene,Carbonyls, and Arylboronic Acids to Homoallylic Alcohols underBase-Free Conditions.Org. Lett.2021,23, 2571-2577.  

14. Yu-Qing Li,Shi-Liang Shi*Ni-Catalyzed Coupling of Butadiene, Aldimines, and ArylboronicAcids to Homoallylic Amines under Base-Free Conditions.Organometallics2021, 40, 2345-2353.  

15. Yuan Cai,Shi-Liang Shi*ANIPE-Cu Catalyst Enables Highly Enantioselective Markovnikov Hydroboration of a-Olefins.Synlett2021,32, 545-550.  

16. Shichao Wei, Yongjun Mao*,Shi-Liang Shi*Nickel-Catalyzed Ligand-Free Hiyama Coupling of Aryl Bromides and Vinyltrimethoxysilane.Synlett2021,32, 1670-1674.  

17. Yu-Qing Li,Shi-Liang Shi*Nickel Catalyzed Multicomponent Coupling of Butadiene, Aldehydes, Alkynes, and Schwartz Reagent to Form 1,4 dienes.Chin. J. Org. Chem.2021,41, 1939-1948. 

18. Di Shen, Wu-Bin Zhang, Zhiyang Li,Shi-Liang Shi*, Youjun Xu*Nickel/NHC-Catalyzed Enantioselective Cyclization of Pyridones and Pyrimidones with Tethered Alkenes.Adv. Synth. Catal.2020,362, 1125-1130.  

19. Yu-Qing Li, Feng Li,Shi-Liang Shi*Expedient Synthesis of Ketones via N-Heterocyclic Carbene/Nickel-Catalyzed Redox-Economical Coupling of Alcohols and Alkynes.Chin. J. Chem.2020,38, 1035-1039.  

20. Zi-Chao Wang, Youjun Xu,Shi-Liang Shi*Base-Promoted Rapid Hydrosilylation of Aldimine.Chin. J. Org. Chem.,2020,40, 3463-3466. 

21. Wu-Bin Zhang, Xin-Tuo Yang, Jun-Bao Ma, Zhi-Min Su,Shi-Liang Shi*Regio- and Enantioselective C-H Cyclization of Pyridines with Alkenes Enabled by a Nickel/N-Heterocyclic Carbene Catalysis.J. Am. Chem. Soc.2019,141, 5628-5634.  

22. Di Shen, Youjun Xu,Shi-Liang Shi*A Bulky Chiral N-Heterocyclic Carbene Palladium Catalyst Enables Highly Enantioselective Suzuki-Miyaura Cross-Coupling Reactions for the Synthesis of Biaryl Atropisomers.J. Am. Chem. Soc.2019,141, 14938-14945. 

23. Yuan Cai, Xiaodong Ye, Sheng Liu,Shi-Liang Shi*Nickel/NHC-Catalyzed Asymmetric C–H Alkylation of Fluoroarenes with Alkenes: Synthesis of Enantioenriched Fluorotetralins.Angew. Chem. Int. Ed.2019,58, 13433-13437.  

24. Yuan Cai, Jia-Wen Zhang, Feng Li, Jia-Ming Liu,Shi-Liang Shi*Nickel/N-Heterocyclic Carbene Complex-Catalyzed Enantioselective Redox-Neutral Coupling of Benzyl Alcohols and Alkynes to Allylic Alcohols.ACS Catal.2019,9, 1-6. 

25. Zi-Chao Wang, Di Shen, Jian Gao, Xian Jia, Youjun Xu*,Shi-Liang Shi*Base-Catalysed Reductive Relay Hydroboration of Allylic Alcohols with Pinacolborane to Form Alkylboronic Esters.Chem. Common.,2019,55, 8848. (Invited Contribution to theChemCommEmerging Investigators Issue 2019). 

26. Zi-Chao Wang, Min Wang, Jian Gao,Shi-Liang Shi,*Youjun Xu*nBuLi-Promotedanti-Markovnikov Selective Hydroboration of Unactivated Alkenes and Internal Alkynes.Org. Chem. Front.2019,6, 2949-2953.  

27. Feng Li, Xu Bai, Yuan Cai, Han Li, Shuo-Qing Zhang, Feng-Hua Liu, Xin Hong*, Youjun Xu*Shi-Liang Shi*Aluminum-Catalyzed Selective Hydroboration of Alkenes and Alkynylsilanes.Org. Process Res. Dev.,2019,23, 1703-1708. 

28. Yuan Cai, Xin-Tuo Yang, Shuo-Qin Zhang, Feng Li, Yu-Qin Li, Lin-Xin Ruan, Xin Hong*,Shi-Liang Shi*Copper-Catalyzed Enantioselective Markovnikov Protoboration ofa-Olefins Enabled by a Buttressed N-Heterocyclic Carbene Ligand.Angew. Chem. Int. Ed.2018,57, 1376-1380.  

29. Yuan Cai, Feng Li, Yu-Qing Li, Wu-Bin Zhang, Feng-Hua Liu*,Shi-Liang Shi*Base metal-catalyzed alcohol C–C couplings under hydrogen transferconditions.Tetrahedron Lett.2018,59, 1073-1079. 

30.Shi-Liang Shi,Zackary L. Wong,Stephen L. Buchwald* Copper-Catalyzed Enantioselective Stereodivergent Synthesis of Amino Alcohols.Nature2016,532,353.  

31.Shi-Liang Shi,Stephen L. Buchwald* Copper-catalysed Selective Hydroamination Reactions of Alkynes.Nature Chemistry2015,7, 38. (Highlighted inNature.Nature517, 280.) 

32. Yang Yang#,Shi-Liang Shi#, Dawen Niu, Peng Liu, Stephen L. Buchwald* Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines.Science2015,349, 62. (#: Co-first author) (Highlighted inChemistry WorldandC&EN)