Organic Chemistry

The research in our group is divided into four distinctive but inter-connected topics:

1. Development of organocatalysts catalyzed asymmetric reactions to build chiral compounds;

2. Development of economic and environmental tolerable methods for the synthesis of organic compounds and APIs;

3. Synthesis of active natural products and their analogues for drug discovery;

4. Design and synthesize fluorescent sensors and fluorogenic reactions for bioconjugation and bioimaging.

24. Wang, C.*; Pei, D.; Zhou, L.; Sun, J., Stereoselective Total Synthesis of Stereoisomers of Entecavir. Synthesis-Stuttgart 2023, 55, 3109-3112.

23. Thamnium, S.; Laomeephol, C.; Pavasant, P.; Osathanon, T.; Tabata, Y.; Wang, C.; Luckanagul, J. A., Osteogenic induction of asiatic acid derivatives in human periodontal ligament stem cells. Sci Rep 2023, 13 (1), 14102.

22. Deng, Q. Pu, Y. Gong, L. Zhou, J. Sun and C. Wang*, Total synthesis of 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 (ED-71), Tetrahedron 2020, 76 (15), 131081-131086.

21. M. Sun, Z. Fu, T. Wang, X. Cui, J. Dong, F. Du, X. Huang, X. Lu, G. Chen, J. Sun, C. Wang* and Z. Tang*, A high-throughput in vivo selection method for luciferase variants, Sensors and Actuators B: Chemical 2018, 273, 191-197. 

20. R. Zhu, Q. Liang, Y. Gong, Q. Pu, Z. Wang, L. Zhou, C. Wang* and J. Sun*, HMPA-Catalyzed One-Pot Multistep Hydrogenation Method for the Synthesis of 1,2,3-Trisubstituted Indolines, Synlett 2017, 29, 452-456. 

19. Wang, T.; Di, X.; Wang, C.*; Zhou, L.; Sun, J*., Reductive Hydrazination with Trichlorosilane: A Method for the Preparation of 1,1-Disubstituted Hydrazines. Org. Lett. 2016, 18 (8), 1900-3. 

18. Ye, J.; Wang, C.*; Chen, L.; Wu, X.; Zhou, L.; Sun, J. *, Chiral Lewis Base-Catalyzed, Enantioselective Reduction of Unprotected β-Enamino Esters with Trichlorosilane. Adv. Synth. Catal. 2016, 358 (7), 1042-1047. 

17. Wang, C.*; Wu, X.; Zhou, L.; Sun, J.*, l-Valine derived chiral N-sulfinamides as effective organocatalysts for the asymmetric hydrosilylation of N-alkyl and N-aryl protected ketimines. Org. Biomol. Chem. 2015, 13 (2), 577-582. 

16. Wang, Y.; Wang, C.*; Sun, J. *, Methyltrichlorosilane as an Effective Activation Agent for Swern Oxidation. Synth. Commun. 2014, 44 (20), 2961-2965. 

15. Chen, L.; Wang, C.*; Zhou, L.; Sun, J. *, Chiral 2,3-Disubstituted Indolines from Indoles and Aldehydes by Organocatalyzed Tandem Synthesis Involving Reduction by Trichlorosilane. Adv. Synth. Catal. 2014, 356 (10), 2224-2230. 

14. Liu, X.-W.; Wang, C.*.; Yan, Y.; Wang, Y.-Q.; Sun, J.*, An Organocatalyst Bearing Stereogenic Carbon and Sulfur Centers as an Efficient Promoter for EnantioselectiveHydrosilylation of 1,4-Benzooxazines. J. Org. Chem., 78 (12), 6276-6280. 2013 

13. Zhang, P.; Wang, C.*; Zhou, L.; Sun, J.*, Formation of Chiral α-Monofluorinated-β-amino Esters through Organocatalytic Asymmetric Reduction of α-Fluoro-β-enamino Esters by Trichlorosilane. Chin. J. Chem., 30 (11), 2636-2640. 2012 

12. Wang, C., Wu，X., Zhou，L., Sun，J.*, “A Highly EnantioselectiveOrganocatalytic Method for Reduction of Aromatic N-Alkyl Ketimines”, Chem. Eur. J., 14, 8789-8792. 2008

11. Wang C., Xie，F., Suthiwangcharoen，N., Sun，J.*, Wang Q.*, Tuning the Optical Properties of BODIPY Dye through Cu(I) Catalyzed Azide-Alkyencycloaddition (CuAAC) Reaction. Sci. Chin. Chem., 55，125-130, 2012

10. Yang, Y.; Wei, Z.; Teichmann, A. T.; Wieland, F. H.; Wang, A.; Lei, X.; Zhu, Y.; Yin, J.; Fan, T.; Zhou, L.; Wang, C.; Chen, L. * Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation. Eur. J. Med. Chem. 2020, 193, 112216-112230

9. Yang, Y. Z.; Wang, C.; Sun, J.*, A Concise Synthesis of Barbigerone and Structural Analogues. Chin. J. Org. Chem., 33 (1), 159-163. 2013

8. Wang, Z. Y.; Wang, C.; Zhou, L.; Sun, J.*, L-PipecolinicAcid Derived Lewis Base Organocatalystfor Asymmetric Reduction of N-aryl Imines by Trichlorosilane: Effects of the Side Amide Group on Catalytic Performances. Org. Biomol. Chem., 11 (5), 787-797. 2013

7. Xiao, Y. C.; Wang, C.; Yao, Y.; Sun, J.*; Chen, Y. C.*, Direct Asymmetric Hydrosilylationof Indoles: Combined Lewis Base and BronstedAcid Activation. Angew. Chem. Int. Ed., 50, 10661-10664. 2011

6. Wu, X.; Li, Y.; Wang, C.; Zhou, L.; Lu, X.; Sun, J.*, Chiral Lewis Base Catalyzed Highly EnantioselectiveReduction of N-alkyl Beta-enaminoEsters with Trichlorosilaneand Water. Chem. Eur. J., 17, 2846-2848. 2011

5. Liu, X. W.; Yan, Y.; Wang, Y. Q.; Wang, C.; Sun, J.*, Highly Enantioselective Reduction of beta-Amino Nitroolefins with a Simple N-Sulfinyl Urea as Bifunctional Catalyst. Chem. Eur. J., 18, 9204-9207. 2012

4. Dong, L. J.; Fan, T. T.; Wang, C.; Sun, J.*, One-pot Formation of Chiral Polysubstituted 3,4-Dihydropyrans via a Novel OrganocatalyticDomino Sequence Involving AlkynalSelf-condensation. Org.Lett., 15, 204-207. 2013

3. Cai，X., Wang，C., Sun， J.*, OrganocatalyticEnantioselective Dipolar [3+2] Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines. Adv. Syn. Cat., 354, 359-363. 2012

2. Wang，Z., Wei，S., Wang，C., Sun，J.*, “EnantioselectiveHydrosilylation of Ketimines Catalyzed by Lewis Basic C₂-Symmetric Chiral Tetraamide”, Tetrahedron: Asymmetry, 18, 705-709. 2007

1. Cheng，C., Sun，J.*, Wang，C., Zhang，Y., Wei，S., Jiang，F., Wu，Y., “Protonated N’-benzyl-N’-prolylProlineHydrazide as Highly Enantioselective Catalyst for Direct Asymmetric Aldol Reaction”, Chem. Commun., 2, 215 - 217. 2006