报告题目：Chiral Brønsted Base Catalyzed Enantioselective Reactions
　　
　　报告人： 新加坡南洋理工大学Choon-Hong Tan(陈俊丰)教授
　　
　　报告时间：2013年9月23日（周一）下午4：00
　　
　　报告地点：元素所合成楼学术报告厅
　　
　　
　　元素有机化学国家重点实验室
　　2013.9.13
　　
　　Chiral Brønsted Base Catalyzed Enantioselective Reactions
　　Choon-Hong Tan
　　
　　School of Physical & Mathematical Sciences
　　Division of Chemistry and Biological Chemistry
　　Nanyang Technological University
　　21 Nanyang Link, Singapore 637371
　　Email: [email]choonhong@ntu.edu.sg[/email]
　　
　　We are have been active to develop chiral guanidine as general brønsted base catalyst. We found them to be excellent enantioselective catalysts for Michael, Phospha-Michael and Diels-Alder reactions. In this seminar, we would like make a summary of these reaction and highlight some reactions relating to the enantioselective transfer of protons. The conjugate addition of arylthiol to 2-phthalimidoacrylate and 1,3-proton shift reaction leading to chiral allenes are two examples. Application of these method for the synthesis of natural products will also be discussed. Recent progress in phase transfer catalysis will also be reported.
　　
　　Related publications
　　D. Leow, S. Lin, S. K. Chittimalla, X. Fu and C.-H. Tan, Enantioselective protonations catalyzed by chiral bicyclic guanidine, Angewandte Chemie International Edition English, 2008, 47, 5641–5645. (Highlighted by Synfacts 2008, 9, 0933-0933; contributors: Benjamin List, Frank Lay; Highlighted on ChemInform 2008, 39, DOI: 10.1002/chin.200847194.)
　　
　　H. Liu, D. Leow, C.-H. Tan, Enantioselective synthesis of chiral allenes by guanidine-catalyzed isomerization of alkynes, Journal of the American Chemical Society, 2009, 131, 7212–7213. (Highlighted by Synfacts 2009, 7, 0794-0794; contributors: Benjamin List, Steffen Müller)
　　
　　T. Ma, X. Fu, C. W. Kee, L. Zong, Y. Pan, K.-W. Huang, C.-H. Tan, Pentanidium catalyzed enantioselective phase transfer conjugate addition reactions, Journal of the American Chemical Society, 2011, 133, 2828–2831. (Highlighted by Synfacts 2011, 5, 0556-0556; contributors: Benjamin List, Saihu Liao)
　　
　　J. Wang, J. Chen, C. W. Kee, C.-H. Tan, Bicyclic Guanidine-Catalyzed Enantiodivergent γ-Selective Asymmetric Allylic Amination, Angewandte Chemie International Edition, 2012, 51, 2382 –2386.