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题目: Catalytic Enantioselective Redox-Neutral Transformations and Divergent Heterocycle Syntheses
报  告  人:Prof. Zhao Yu (赵宇) Department of Chemistry, National University of Singapore
时        间:2018年5月2日 (星期三) 下午15:20
地        点:西区理学楼441会议室
主办单位:
联系人:郭红超教授
联系方式:

 

报告人简介:

Yu obtained his B.S. in Chemistry at Peking University in 2002 where he carried out his undergraduate research with Prof. Limin Qi on Surface Chemistry. In the same year, he went abroad to Boston College and obtained his Ph.D. in Organic Chemistry in 2008 under the guidance of Prof. Marc L. Snapper and Prof. Amir H. Hoveyda. After that, he had the honor of working with Nobel laureate Prof. Richard R. Schrock at MIT as a postdoctoral associate in the field of organometallic chemistry. In 2011, Yu was awarded the prestigious NRF fellowship from Singapore and joined Department of Chemistry at NUS as an assistant professor. He was promoted to associate professor of chemistry in July 2017. His research program at NUS mainly focuses on the discovery and development of efficient catalytic methodology to promote sustainable chemical synthesis, and application to medicinal and material sciences.

 

Representative publications in the last five years

1. “Visible-Light-Driven Alkyne Hydro-/Carbocarboxylation Using CO2 via Iridium/Cobalt Dual Catalysis for Divergent Heterocycle Synthesis," Hou, J.; Ee, A.; Feng, W.; Xu, J.-H.; Zhao, Y.;* Wu, J.* J. Am. Chem. Soc. 2018, just accepted.

2. “Transition Metal-Free Decarboxylative Propargylic Substitution/Cascade Cyclization with Azolium Enolates or Acyl Anions," Lu, S.; Ong, J.-Y.; Poh, S. B.; Tsang, T.; Zhao, Y. Angew. Chem. Int. Ed. 2018, just accepted.

3. “Highly Regio- and Stereodivergent Access to 1,2-Amino Alcohols or 1,4-Fluoro Alcohols by NHC-Catalyzed Ring Opening of Epoxy enals,” Poh, S. B.; Ong, J. Y.; Lu, S.;* Zhao, Y.*Angew. Chem. Int. Ed.2018, 57, 1645-1649.

4. “Pd-Catalyzed Enantioselective [6+4] Cycloaddition of Vinyl Oxetanes with Azadienes to Access Ten-Membered Heterocycles,” Wang, Y. N.; Yang, L. C.; Rong, Z.-Q.; Liu, T.-L.; Liu, R.; Zhao, Y.Angew. Chem. Int. Ed. 2018, 57, 1596-1600.

5. “Nickel-catalyzed Difunctionalization of Allyl Moieties Using Organoboronic Acids and Halides with Divergent Regioselectivities," Li, W.; Boon, J. K.; Zhao, Y.Chem. Sci. 2018, 9, 600-607.

6. “Nine-Membered Benzofuran-Fused Heterocycles: Enantioselective Synthesis by Pd-Catalysis and Rearrangement via Transannular Bond Formation,” Rong, Z.-Q.; Yang, L.-C.; Liu, S.; Yu, Z.; Wang, Y.-N.; Tan, Z. Y.; Huang, R.-Z.; Lan, Y.;* Zhao, Y.*J. Am. Chem. Soc. 2017, 139, 15304-15307.

7. “Enantioselective Synthesis of Tetrahydroquinolines Using Borrowing Hydrogen: Cooperative Catalysis by Achiral Iridacycle and Chiral Phosphoric Acid," Lim, C. S.; Quach, T. T.; Zhao, Y.Angew. Chem. Int. Ed. 2017, 56, 7176-7180 (VIP).

8. “Divergent Reactivities in Fluoronation of Allylic Alcohols: Synthesis of Z-Fluoroalkenes via Carbon-Carbon Bond Cleavage,” Liu, T.-L.; Wu, J.; Zhao, Y.Chem. Sci. 2017, 8, 3885-3890.

9. “Rhodium-Catalyzed Enantioselective Isomerization of Secondary Allylic Alcohols,” Liu, T.-L.; Ng, T. W.; Zhao, Y.J. Am. Chem. Soc. 2017, 139, 3643-3646.

10. “Construction of Nine-Membered Heterocycles through Palladium-Catalyzed Formal [5 + 4] Cycloaddition,” Yang, L.-C.; Rong, Z.-Q.; Wang, Y.-N.; Tan, Z. Y.; Wang, M. Zhao, Y. Angew. Chem. Int. Ed. 2017, 56, 2927-2931.

11. “Access to Acyclic (Z)-Enediynes via Alkyne Trimerization: Cooperative Bimetallic Catalysis Using Air as the Oxidant,” Lee, J. T. D.; Zhao, Y.Angew. Chem. Int. Ed. 2016, 55, 13872–13876.

12. “Asymmetric Transfer Hydrogenation of Imines using Alcohol:  Efficiency and Selectivity Are Affected by the Hydrogen Donor,” Pan, H.-J.; Zhang, Y.; Shan, C.; Yu, Z.; Lan, Y.;* Zhao, Y.*Angew. Chem. Int. Ed. 2016, 55, 9615–9619.

13. “Cobalt-Catalyzed Enantioselective Vinylation of Activated Ketones and Imines,” Huang, Y.; Huang, R.-Z.;Zhao, Y.J. Am. Chem. Soc. 2016, 138, 6571–6576.

14. “Cobalt-Catalyzed Allylation of Heterobicyclic Alkenes: Ligand-Induced Divergent Reactivities,” Huang, Y.; Ma, C.; Lee, Y. X.; Huang, R.-Z.; Zhao, Y.Angew. Chem. Int. Ed. 2015, 54, 13696–13700.

15. "Dynamic Kinetic Asymmetric Amination of Alcohols: From A Mixture of Four Isomers to Diastereo- and Enantiopure -Branched Amines," Rong, Z. Q.; Zhang, Y.; Chua, R. H. B.; Pan, H.-J.; Zhao, Y.J. Am. Chem. Soc. 2015, 137, 4944–4947.

16. "Catalytic Divergent Synthesis of 3H or 1H Pyrroles by [3+2] Cyclization of Allenoates with Activated Isocyanides," Liao, J.-Y.; Shao, P.-L.;Zhao, Y.J. Am. Chem. Soc. 2015, 137, 628–631.

17. "Kinetic Resolution of 1,1’-Biaryl-2,2’-Diols and Amino Alcohols through NHC-Catalyzed Atroposelective Acylation," Lu, S.; Poh, S. B.; Zhao, Y.Angew. Chem. Int. Ed. 2014, 53, 11041–11045.

18. "Highly Diastereo- and Enantioselective Ag-Catalyzed Double [3+2] Cyclization of a-Imino Esters with Isocyanoacetate," Shao, P.-L.; Liao, J.-Y.; Ho, Y. A.; Zhao, Y.Angew. Chem. Int. Ed. 2014, 53, 5435–5439.

19. "Catalytic Enantioselective Amination of Alcohols by the Use of Borrowing Hydrogen Methodology: Cooperative Catalysis by Iridium and a Chiral Phosphoric Acid," Zhang, Y.; Lim, C.-S.; Sim, D. S. B.; Pan, H.-J.; Zhao, Y.Angew. Chem. Int. Ed. 2014, 53, 1399–1403.

20. “Kinetic Resolution of Tertiary Alcohols: Highly Enantioselective Access to 3-Hydroxy-3-Substituted Oxindoles,” Lu, S.; Poh, S. B.; Siau, W.-Y.; Zhao, Y.Angew. Chem. Int. Ed. 2013, 52, 1731–1734.

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