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【21th.Nov.】}Recent Progress on Enantioselective Catalysis by Chiral Brønsted Acids and Bases

2018-11-20


题目:Recent Progress on Enantioselective Catalysis by Chiral Brønsted Acids and Bases
报告人:Masahiro Terada 教授(日本东北大学)
时间:2018年11月21日(周三)下午15:30~
地点:化学A楼528演讲厅
邀请人:张万斌教授 

演讲者简介: 
Masahiro Terada
Department of Chemistry, 
Graduate School of Science, 
Tohoku University, 
Email: mterada@m.tohoku.ac.jp
Homepage: http://www.orgreact.sakura.ne.jp/index.html

Educational Background
1986 B. Eg. Dept. of Applied Chemistry, Tokyo Institute of Technology
1988 M. Eg. Dept. of Applied Chemistry, Tokyo Institute of Technology
1993 Ph. D. Dept. of Applied Chemistry, Tokyo Institute of Technology
1999-2000 Postdoctoral research with Professor Matthew Shair at Harvard University, US

Professional Career
1989-2001 Assistant Professor, Faculty of Engineering, Tokyo Institute of Technology 
2001-2006 Associate Professor, Graduate School of Science, Tohoku University
2006-present Professor, Graduate School of Science, Tohoku University
2011.7-2016.3 Head Investigator of Scientific Research on Innovative Areas ‘Advanced Molecular Transformations by Organocatalysts’. 
2017-present Dean of Graduate School of Science & Faculty of Science

Research Interests 
Our current research interests are focused on the development of new and useful synthetic methodologies 
based on the design of novel chiral Brønsted acid and base catalysts as well as the utilization of transition metal catalysts.


Awards
2003: Incentive Award in Synthetic Organic Chemistry, Japan
2008: The Chemical Society of Japan Award for Creative Work
2010: The Mukaiyama Award
2011: Daiichi-Sankyo Award for Medicinal Organic Chemistry
2012: Nagoya Silver Medal
2015: Molecular Chirality Award 2015
2017: Synthetic Organic Chemistry Award, Japan


Selected Recent Publications
1. Y. Ota, A. Kondoh, M. Terada, "Enantioselective Intramolecular Nicholas Reaction Catalyzed by Chiral Phosphoric Acid: Enantio-convergent Synthesis of Seven-membered Cyclic Ethers from Racemic Diols" Angew. Chem. Int. Ed. 2018, 57, 13917. 
2. Y. Ishida, I. Nakamura, M. Terada, "Copper-catalyzed Domino [1,3]/[1,2] Rearrangement for the Efficient Synthesis of Multisubstituted ortho-Anisidines", J. Am. Chem. Soc. 2018, 140, 8629. 
3. A. Kondoh, S. Akahira, M. Oishi, M. Terada, "Enantioselective Formal [3+2] Cycloaddition of Epoxides with Imines under Brønsted Base Catalysis: Synthesis of 1,3‐Oxazolidines with Quaternary Stereogenic Center" Angew. Chem. Int. Ed. 2018, 57, 6299. 
4. F. Li, T. Korenaga, T. Nakanishi, J. Kikuchi, M. Terada, "Chiral Phosphoric Acid Catalyzed Enantioselective Ring Expansion Reaction of 1,3-Dithiane Derivatives: Case Study of the Nature of Ion-Pairing Interaction" J. Am. Chem. Soc. 2018, 140, 2629. 
5. M. Terada, Y. Ota, F. Li, Y. Toda, A. Kondoh "Enantioconvergent Nucleophilic Substitution Reaction of Racemic Alkyne–Dicobalt Complex (Nicholas Reaction) Catalyzed by Chiral Brønsted Acid" J. Am. Chem. Soc. 2016, 138, 11038-11043.
6. T. Takeda, A. Kondoh, M. Terada “Construction of Vicinal Quaternary Stereogenic Centers by Enantioselective Direct Mannich-Type Reaction Using a Chiral Bis(guanidino)iminophosphorane Catalyst” Angew. Chem. Int. Ed. 2016, 55, 4734-4737.
7. Y.-Y. Wang, K. Kanomata, T. Korenaga, M. Terada “Enantioselective Aza Michael-type Addition to Alkenyl Benzimidazoles Catalyzed by Chiral Phosphoric Acid” Angew. Chem. Int. Ed. 2016, 55, 927-931.  
8. A. Kondoh, Y. Ota, T. Komuro, F. Egawa, K. Kanomata, M. Terada “Chiral Brønsted Acid-Catalyzed Enantioselective Friedel-Crafts Reaction of 2-Methoxyfuran with Aliphatic Ketimines Generated in Situ” Chem. Sci. 2016, 7, 1057-1062.  
9. A. Kondoh, M. Oishi, T. Takeda, M. Terada “Enantioselective Addition of a 2-Alkoxycarbonyl-1,3-dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase” Angew. Chem. Int. Ed. 2015, 54, 15836-15839.
10. T. Yamanaka, A. Kondoh, M. Terada “Kinetic Resolution of Racemic Amino Alcohols through Intermolecular Acetalization Catalyzed by Chiral Brønsted Acid” J. Am. Chem. Soc. 2015, 137, 1048-1051.



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