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Faculty

Bin Tan


Associate Professor

Department of Chemistry

0755-88018315

First Faculty Research Building 504

tanb@sustc.edu.cn

Research interests:


◆    Core-structure directed asymmetric synthesis
◆    Development of new catalytic system and green synthetic methodology
◆    Application of cooperative catalysis involving metal and organocatalyst
◆    Synthesis of chiral drugs and natural products

 

Education and research background:


◆    2010.03-2012.09, Postdoctoral fellow, The Scripps Research Institute;
◆    2006.01-2010.01, Ph.D., Nanyang Technological University, Singapore;
◆    2002.09-2005.11, M.S., Xiamen University, China


Professional experience:


2012.09-now:  Associate professor, Department of Chemistry, South University of Science and Technology of China


Honors & Awards:


◆    The 4th Recruitment Program of Global Experts (1000 Young Talents Program Award), Organization Department of the CCCPC (2012)
◆    Overseas High-Caliber Personnel from Shenzhen: Peacock Plan Awardee, Shenzhen (2013)
◆    Chinese Government Award For Outstanding Self-financed Students Abroad (2009) 

 

Research Grants:


◆    Recruitment Program of Global Experts (2.5 million)
◆    Start-up funding of SUSTC (6.2+1.0 million)
◆    National Science Foundation of China (1.05 million)
◆    Shenzhen fundamental research grant (0.4 million)

 

Patents (The first author is supervisor)

 

1.    Zhong, G.; Tan, B.; Zhang, X.; Chua, P. J. Process for highly enantioselective Michael addition of 1,3-diaryl-1,3-propanedione to nitroolefins using using cinchona alkaloids as recyclable organocatalysts. U.S. Pat. Appl. Publ. (2012), US 20120004424 A1 20120105.

2.    Zhong, G,; Tan, B.; Shi, Z. Chua, P. J. Process of forming pyrrole compounds. U.S. Pat. Appl. Publ. (2011), US 20110124881 A1 20110526.

3.    Zhong, G,;Tan, B.; Chua, P. J.; Shi, Z. Process for preparation of chiral cycloalkane derivatives by asymmetric cyclization. U.S. Pat. Appl. Publ. (2010), US 20100298576 A1 20101125.

4.    Zhong, G.; Lu, M.; Zhu, D.; Lu, Y.; Hou, Y.; Tan, B. Processes for enantioselective preparation of an aminoxy compound and an 1,2-oxazine compound. U.S. Pat. Appl. Publ. (2011), US 20110224429 A1 20110915

Selected publications: (Before join SUSTC)
1.    Tan, B.; Candeias, N.; Barbas III, C.R. Construction of Bispirooxindoles Containing three Quaternary Stereocentres in a Cascade Using a Single Multifunctional Organocatalyst. Nature Chem. 2011, 3, 473-477.
2.    Tan. B.; Toda N; Barbas III, C. F. Organocatalytic Amidation and Esterification of Aldehydes with Activating Reagents by a Cross-coupling Strategy. Angew. Chem. Int. Ed. 2012, 51, 12538-12541.
3.    Tan. B.; Hernández-Torres, G.; Barbas III, C. F. Rational Design Enables Amide Nucleophiles for Organocatalytic Asymmetric Michael Reactions. Angew. Chem. Int. Ed. 2012, 51, 5381-5385.
4.    Tan B.; Hernández-Torres, G.; Barbas III, C.F. Highly Efficient Hydrogen-Bonding Catalysis of the Diels-Alder Reaction of 3-Vinylindoles and Methyleneindolinones Provides Carbazolespirooxindole Skeleton. J. Am. Chem. Soc. 2011, 131, 12354-12358.
5.    Tan, B.; Candeias, N.; Barbas III, C.F. J. Core-Structure-Motivated Design of a Phosphine-Catalyzed [3+2] Cycloaddition Reaction: Enantioselective Syntheses of Spirocyclopenteneoxindoles. J. Am. Chem. Soc. 2011, 131, 4672-4675.
6.    Tan, B.; Shi. Z.; Chua, P. J.; Li, Y.; Zhong, G. Unusual Domino Michael/Aldol Condensation Reactions Employing Oximes as N-Selective Nucleophiles: Synthesis of N-Hydroxypyrroles. Angew. Chem. Int. Ed. 2009, 48, 758-761.
7.    Tan, B.; Zeng, X.; Chua, P. J.; Zhong, G. Rational Design of Domino Michael-Henry Reaction: Direct Construction of Bicyclo[3.2.1]octane Skeletons with Four Stereogeric Centers. Org. Lett. 2010, 12, 2682-2685.
8.    Tan, B.; Zhu, D.; Zhang, L.; Dai, L.; Chua, P. J.; Shi, Z.; Zeng, X; Zhong, G. Water More than Just a Green Solvent: A Stereoselective One-Pot Access to All Chiral Tetrahydronaphthalenes in Aqueous Media. Chem. Eur. J. 2010, 16, 3842-3848.
9.    Tan, B.; Zeng, X.; Leong, W. W. Y.; Shi, Z.; Barbas III, C.F.; Zhong, G. Core Structure-Based Design of a Novel Organocatalytic [3+2] Cycloaddition: Highly efficient and Stereocontrolled Synthesis of Spirocyclic Oxindoles. Chem. Eur. J. 2012, 18, 63-67.
10.    Tan, B.; Zhang, X.; Chua, P. J.; Zhong, G. Recyclable organocatalysis: highly enantioselective Michael addition of 1,3-diaryl-1,3-propanedione to nitroolefins (Cover Article). Chem. Commun. 2009, 779-781
11.    Tan, B.; Zeng, X.; Lu, Y.; Chua, P. J.; Zhong, G. Rational Design of Organocatalyst: Highly Stereoselective Michael Addition of Cyclic Ketones to Nitroolefins. Org. Lett. 2009, 11, 1931-1933.
12.    Tan, B.; Chua, P. J.; Zeng, X.; Lu, M.; Zhong, G. A Highly Diastereo- and Enantioselective Synthesis of Multisubstituted Cyclopentanes with Four Chiral Carbons by the Organocatalytic Domino Michael-Henry Reaction. Org. Lett. 2008, 10, 3489-3492.
13.    Tan, B.; Shi, Z.; Chua, P. J.; Zhong, G. Control of Four Stereocenters in an Organocatalytic Domino Double Michael Reaction: Efficient Synthesis of Multisubstituted Cyclopentanes. Org. Lett. 2008, 10, 3425-3428.
14.    Tan, B.; Chua, P. J.; Li, Y.; Zhong, G. Organocatalytic Asymmetric Tandem Michael-Henry Reactions: A Highly Stereoselective Synthesis of Multifunctionalized Cyclohexanes with Two Quaternary Stereocenters. Org. Lett. 2008, 10, 2437-2440.

 

Representative Research Papers:(From 2013.07-)


1. Ming-Yue Wu, Wei-Wei He, Xin-Yuan Liu*, Bin Tan,* Asymmetric Construction of Spirooxindoles by Organocatalytic Multicomponent Reactions Using Diazooxindoles. Angew. Chem. Int. Ed. 2015, 54, DOI: 10.1002/anie. 201504640.
2. Zhi-Jia Fang, Sheng-Cai Zheng, Zhen Guo, Jing-Yao Guo, Bin Tan,* Xin-Yuan Liu*, Asymmetric Synthesis of Axially Chiral Isoquinolones: Nickel-Catalyzed Denitrogenative Transannulation. Angew. Chem. Int. Ed. 2015, 54, DOI: 10.1002/anie. 201503207. 
3. Jin-Shun Lin, Peng Yu, Lin Huang, Pan Zhang, Bin Tan,* Xin-Yuan Liu*, Brønsted Acid-Catalyzed Asymmetric Hydroamination of Alkenes: Synthesis of  Pyrrolidines Bearing a Tetrasubstituted Carbon Stereocenter. Angew. Chem. Int. Ed. 2015, 54, 7847.
4. Peng Yu, Sheng-Cai Zheng, Ning-Yuan Yang, Bin Tan,* Xin-Yuan Liu*,Phosphine-Catalyzed Remote β-C-H Functionalization of Amine Triggered by Trifluoromethylation of Alkene: One-Pot Synthesis of Bistrifluoromethylated Enamides and Oxazoles. Angew. Chem. Int. Ed. 2015, 54, 4041. 
5. Peng Yu, Jin-Shun Lin, Lei Li, Sheng-Cai Zheng, Ya-Ping Xiong, Li-Jiao Zhao, Bin Tan*,and Xin-Yuan Liu* “Enantioselective C-H Bond Functionalization Triggered by Radical Trifluoromethylation of Unactivated Alkene”  Angew. Chem. Int. Ed. 2014, 53, 11890.
6. Dao-Juan Cheng, Liang Yan, Shi-Kai Tian,* Ming-Yue Wu, Lu-Xin Wang, Zi-Li Fan, Sheng-Cai Zheng, Xin-Yuan Liu,* and Bin Tan* “Highly Enantioselective Kinetic Resolution of Axially Chiral BINAM Derivatives Catalyzed by a Brønsted Acid” Angew. Chem. Int. Ed. 2014, 53, 3684.

7. Lin Huang, Jin-Shun Lin, Bin Tan,* Xin-Yuan Liu*, Alkene Trifluoromethylation-Initiated Remote α-Azidation of Carbonyl Compounds toward Trifluoromethyl γ-Lactam and Spirobenzofuranone-lactam. ACS Catal. 2015, 5, 2826.

8. Lin Huang, Sheng-Cai Zheng, Bin Tan,* Xin-Yuan Liu*, Metal-Free Direct 1,6- and 1,2-Difunctionalization Triggered by Radical Trifluoromethylation of Alkenes. Org. Lett. 2015, 17, 1589-1592. 

9. Lin Huang, Sheng-Cai Zheng, Bin Tan,* Xin-Yuan Liu*, Trifluoromethylation-Initiated Remote Cross-Coupling of Carbonyl Compounds to Form Carbon–Heteroatom/Carbon Bonds. Chem. Eur. J. 2015, 21, 6718. 

10. Lei Li, Jing-Yao Guo, Su Chen, Tao Wang, Bin Tan* and Xin-Yuan Liu* “Amide Groups Switch Selectivity: C-H Trifluoromethylation of α,β-Unsaturated Amides and Subsequent Asymmetric Transformation” Org. Lett., 2014, 16, 6032.

11. Jin-Shun Lin, Xiang-Geng Liu, Xiao-Long Zhu, Bin Tan* and Xin-Yuan Liu* “Copper-Catalyzed Aminotrifluoromethylation of Unactivated Alkenes with TMSCF3: Construction of Trifluoromethylated Azaheterocycles” J. Org. Chem. 2014, 79, 7084.

12. Xing-Li Zhu, Jin-Hui Xu, Dao-Juan Cheng, Li-Jiao Zhao, Xin-Yuan Liu* and Bin Tan* “In Situ Generation of Electrophilic Trifluoromethylthio Reagents for Enantioselective Trifluoromethylthiolation of Oxindoles” Org. Lett. 2014, 16, 2192.

13. Ya-Ping Xiong, Ming-Yue Wu, Xiang-Yu Zhang, Can-Liang Ma, Lin Huang, Li-Jiao Zhao, Bin Tan* and Xin-Yuan Liu* “Direct Access to α-CF3-enones via Efficient Copper-Catalyzed Trifluoromethylation of Meyer-Schuster Rearrangement” Org. Lett. 2014, 16, 1000.

14. Lei Li, Min Deng, Sheng-Cai Zheng, Ya-Ping Xiong, Bin Tan* and Xin-Yuan Liu.* “Metal-Free Direct Intramolecular Carbotrifluoromethylation of Alkenes to Functionalized Trifluoromethyl Azaheterocycles” Org. Lett. 2014, 16, 504.

15. Jin-Shun Lin, Ya-Ping Xiong, Can-Liang Ma, Li-Jiao Zhao, Bin Tan* and Xin-Yuan Liu*. “Efficient Copper-Catalyzed Direct Intramolecular Aminotrifluoromethylation of Unactivated Alkenes with Diverse Nitrogen-Based Nucleophiles” Chem. Eur. J. 2014, 20, 1332.

16. Dao-Juan Cheng, Yoshihiro Ishihara, Bin Tan* and Carlos F. Barbas, III* “Organocatalytic Asymmetric Assembly Reactions: Synthesis of Spirooxindoles via Organocascade Strategies”
ACS Catal. 2014, 4, 743.

Research Fields

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