General

Jinghan Gui

Ph.D., Professor, Principal Investigator

CAS Key Laboratory of Synthetic Chemistry of Natural Substances,

       Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 

       345 Lingling Road, Shanghai 200032, China

Telephone: (+86)-21-54925163

E-mail: guijh@sioc.ac.cn


Research Areas

“Total synthesis and synthetic organic chemistry as a whole provide society a fantastic return on investment with innumerable fundamental and applied tangible advancements. From a fundamental perspective, total synthesis is a barometer and proving ground for new methodologies and new strategies or ways of thinking. From an applied standpoint, having sustainable and reliable access to biologically active natural isolates can demystify new areas of biology or provide promising candidates for drug discovery.”

—— Phil S. Baran (JACS Editorial)

Despite the incredible methodological and strategic advances in synthetic organic chemistry, the efficient and scalable preparation of complex molecules (e.g., natural products) still presents a formidable challenge to the scientific community. Our research programs aim to provide innovative solutions through the development of simplifying methods and strategies.

Inspired by Nature’s sophisticated synthetic machinery, we seek to identify and explore “bioinspired” strategic transformations that would lead to the rapid construction of the core framework of the target molecule. The ultimate goal of this endeavor is to synthesize natural products and their synthetic analogues in useful quantities (scalable synthesis), thereby enabling evaluations of their biomedical potential.

Another focus of our research is the development of novel synthetic methods to construct chemical bonds which have practical and broad applications in organic synthesis and drug discovery.

Education

2007.9 – 2012.7  Ph.D. Graduate Student in Oganic Chemistry

               Shanghai Institute of Organic Chemistry, CAS, Shanghai, China

               Advisor: Prof. Weisheng Tian

 

2003.11 – 2007.7  B.S. Degree in Chemistry

                Anhui Normal University, Wuhu, Anhui, China

                Advisor: Prof. Yimin Hu

Experience

2016.3-present   Professor

               CAS Key Laboratory of Synthetic Chemistry of Natural Substances,
               Shanghai Institute of Organic Chemistry, CAS

 

2013.2 – 2016.3  Postdoctoral Associate

               The Scripps Research Institute, La Jolla, California, United States

               Advisor: Prof. Phil S. Baran

 

2012.7 – 2013.2  Research Associate

               Shanghai Institute of Organic Chemistry, CAS, Shanghai, China

               Advisor: Prof. Weisheng Tian


Publications


  1. Yu Wang#, Bo Chen#, Xubiao He, and Jinghan Gui,* Bioinspired Synthesis of Nortriterpenoid Propindilactone G.J. Am. Chem. Soc. 2020,142,5007 – 5012 (#Equal contribution)

  2. Jiachen Deng, Yuhan Ning, Hailong Tian, and Jinghan Gui,* Divergent Synthesis of Antiviral Diterpenes Wickerols A and B.J. Am. Chem. Soc. 2020,142,4690 – 4695

  3. Jiajing Bao, Hailong Tian, Peicheng Yang, Jiachen Deng, and Jinghan Gui,* Modular Synthesis of Functionalized Butenolides by Oxidative Furan Fragmentation. Eur. J. Org. Chem. 2020, 339 – 347

  4. Yu Wang, Wei Ju, Hailong Tian, Suyun Sun, Xinghui Li, Weisheng Tian, and Jinghan Gui,* Facile Access to Bridged Ring Systems via Point-to-Planar Chirality Transfer: Unified Synthesis of Ten Cyclocitrinols.J. Am. Chem. Soc.2019,141, 50215033.

  5. Jiachen Deng and Jinghan Gui,* Alkyne-Forming Furan Fragmentation: A General Method to Convert Furans into Alkynoic Acids.Synlett,2019,30,642646. 

  6. Yu Wang, Wei Ju, Hailong Tian, Weisheng Tian and Jinghan Gui,* Scalable Synthesis of Cyclocitrinol.J. Am. Chem. Soc.2018,140, 9413– 9417.

  7. Jiachen Deng#, Jingjing Wu#, Hailong Tian, Jiajing Bao, Yong Shi, Weisheng Tian* and Jinghan Gui,* Alkynes From Furans: A General Fragmentation Method Applied to the Synthesis of the Proposed Structure of Aglatomin B.Angew. Chem. Int. Ed.2018,57, 3617– 3621(#Equal contribution).

  8. Julian C. Lo, Dongyoung Kim, Chung-Mao Pan, Jacob T. Edwards, Yuki Yabe, Jinghan Gui, Tian Qin, Sara Gutierrez, Jessica Giacoboni, Myles W. Smith, Patrick L. Holland and Phil S. Baran,* Fe-Catalyzed C-C Bond Construction from Olefins via Radicals.J. Am. Chem. Soc.2017,139, 24842503.

  9. Jinghan Gui,Chung-Mao Pan, Ying Jin, Tian Qin,Julian C. Lo,Bryan J. Lee, Steven H. Spergel,Michael E. Mertzman,William J. Pitts,Thomas E. La Cruz,Michael A. Schmidt,Nitin Darvatkar,Swaminathan R.Natarajan,Phil S. Baran*,Practical Olefin Hydroamination with Nitroarenes.Science2015,348, 886891.

  10. Julian C. Lo#, Jinghan Gui#, Yuki Yabe, Chung-Mao Pan, Phil S. Baran*,Functionalized Olefin Cross-Coupling to Construct Carbon-Carbon Bonds.Nature2014,516, 343348(#Equal contribution).

  11. Jinghan Gui, Qianghui Zhou, Chung-Mao Pan, Yuki Yabe, Aaron C. Burns, Michael R. Collins, Martha A. Ornelas, Yoshihiro Ishihara, Phil S. Baran*, C-H Methylation of Heteroarenes Inspired by Radical SAM Methyl Transferase.J. Am. Chem. Soc.2014,136, 4853 – 4856.

  12. Jinghan Gui, Yun Wang, Hailong Tian, Yuqi Gao, Weisheng Tian*, Perfluoroalkylsulfonyl Fluoride-Mediated Abnormal Beckmann Rearrangement of Steroid 17-Oximes with Acid-Labile Groups.Tetrahedron Lett.2014,55, 4233 – 4235.

  13. Qianghui Zhou, Jinghan Gui, Chung-Mao Pan, Earl Albone, Xin Cheng, Edward M. Suh, Luigi Grasso, Yoshihiro Ishihara, Phil S. Baran*, Bioconjugation by Native Chemical Tagging of C-H Bonds.J. Am. Chem. Soc.2013,135, 12994 – 12997.

  14. Jinghan Gui, Hailong Tian, Weisheng Tian*, Synthesis of Glaucogenin D, a Structurally Unique Disecopregnane Steroid with Potential Antiviral Activity.Org. Lett.2013,15, 4802 – 4805.

  15. Shunji Zhang, Huaide Dong, Jinghan Gui, Weisheng Tian*, Stereoselective Synthesis of the Insect Growth Regulator (S)-(+)-Hydroprene through Suzuki-Miyaura Cross-Coupling.Tetrahedron Lett.2012,53, 18821884.

  16. Jinghan Gui, Dahai Wang, and Weisheng Tian*, Biomimetic Synthesis of 5,6-dihydro-glaucogenin C: Construction of the Disecopregnane Skeleton by Iron(II)-Promoted Fragmentation of an a-Alkoxy Hydroperoxide.Angew. Chem. Int. Ed.2011,50, 70937096. 

  17. Yimin Hu*, Yuan Qu, Fenghua Wu, Jinghan Gui, Yun Wei, Qiong Hu, and Shaowu Wang*, Tuned C-H Functionalization to Construct Aza-Podophyllotoxin/Aza-Conidendrin Derivatives by Means of Domino Cyclization.Chem. Asian J.2010,5, 309314.

Research Interests

1) Total synthesis of natural products

2) Development of new and practical synthetic methodology to construct C-C and C-X (heteroatom) bond


Students

已指导学生

包嘉靖  硕士研究生  070303-有机化学  

杨培城  硕士研究生  085216-化学工程  

王宇  博士研究生  070303-有机化学  

李星辉  博士研究生  070303-有机化学  

邓嘉晨  博士研究生  070303-有机化学  

居炜  博士研究生  070303-有机化学  

现指导学生

包嘉靖  博士研究生  070303-有机化学  

宁宇涵  博士研究生  070303-有机化学  

陈波  博士研究生  070303-有机化学  

岑可  硕士研究生  085216-化学工程  

杨培城  博士研究生  070303-有机化学  

来晓玉  硕士研究生  070303-有机化学  

吴将  硕士研究生  070303-有机化学  

王旭东  博士研究生  070303-有机化学  

张泽良  博士研究生  070303-有机化学  

钱笑  硕士研究生  070303-有机化学  

黄柑霖  硕士研究生  070303-有机化学  

谢延诚  博士研究生  070303-有机化学  

王逸诚  博士研究生  070303-有机化学  

Honors & Distinctions

u  SIOC Postdoctoral Fellowship, SIOC, 2013-2015

u  Zhuliyuehua Outstanding Doctoral Award, Chinese Academy of Sciences, 2012

u  Eli Lilly Asia Outstanding Graduate Thesis Award (2nd place), 2012

u  Excellent Students Awards, Chinese Academy of Sciences, 2009-2010

u  Excellent Graduates of Anhui Province, 2007