YU-GUI SI, PHD

McLean title(s): Instructor, Harvard Medical School, McLean Hospital
Email: ysi@mclean.harvard.edu
Telephone: (617) 855-2159
Fax: (617) 855-2519
Office Address: Alcohol and Drug Abuse Research Center, Medicinal Chemistry Program
Bio: Dr. Yu-Gui Si received the Ph.D. in Organic Chemistry from Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences in 2004. After one year postdoctoral research at the Shanghai Institute of Organic Chemistry, he joined Professor. Neumeyer's Medicinal Chemistry Group as a Research Associate at McLean Hospital, Harvard Medical School.At McLean Hospital, Dr Si's research focus on: 1) the synthesis of novel small molecules, e.g. aporphines and morphinans targeted to G-protein-coupled receptors; 2) the structure-activity-relationship studies of the new chemical entities with their corresponding receptors/transporters; 3) the development of new agents as structural and functional probes for the diagnosis and treatment of Parkinson's Diseases by using cutting-edge imaging technologies including PET, SPECT and MRI. Dr. Si is an co-author of over 20 peer-reviewed professional publications and patents.
Publications:
1. Y.-G. Si, M. P. Gardner, F. I. Tarazi, R. J. Baldessarini and J. L. Neumeyer, Synthesis and dopamine receptor affinities of N-alkyl-11-hydroxy-2-methoxy noraporphines: N-alkyl substituents determine D1 versus D2 receptor selectivity. J. Med. Chem. 2008 (accepted in press)
2. Y.-G. Si, and J. L. Neumeyer, Facile synthesis of 11-hydroxy-2-methoxyaporphine: a potential dopamine D1 receptor ligand. Synthesis;2007: 3787-3790.
3. Y.-G. Si, M. P. Gardner, F. I. Tarazi, R. J. Baldessarini and J. L. Neumeyer, R-(?)-N-alkyl-11-hydroxy-10-hydroxymethyl- and 10-methyl-aporphines as 5-HT1A receptor ligands. Bioorganic & Medicinal Chemistry Letters, 2007;17: 4128-4130.
4. Y.-G. Si, J. Chen, F. Li, J-H Li, Y-J Qin, and B. Jiang Highly regioselective Friedel-Crafts reactions of electron-Rich aromatic compounds with pyruvate catalyzed by Lewis acid-base: efficient synthesis of pesticide cycloprothrin. Adv. Synth. Catal. 2006;348: 898-904.
5. Y.-G. Si, S.-P. Guo, W.-J. Wang and B. Jiang Addition of amines to triple bond in a,a,a-trichloromethyl propargyl mesylate: synthesis of a,a-dichloromethyl enaminones and preparation of 2-phenyl-4-dichloromethyl- quinolines. J. Org. Chem. 2005;70: 1494-1496.
6. B. jiang, Y.-G. Si, The first highly enantioselective alkynylation of chloral: a practical and efficient pathway to chiral trichloromethyl propargyl alcohols Adv. Synth. Catal. 2004;346: 669-674.
7. B. Jiang, Y.-G. Si, Highly enantioselective construction of a chiral tertiary carbon center via alkynylation of cyclic N-acyl ketimine: an efficient preparation of HIV therapeutics. Angew. Chem. Int. Eng. Ed. 2004;43: 216-218.
8. Si, Y-G; Huang, H.; Jiang, B.Progress in addition reactions of terminal alkynes to C=O and C=N bonds. Chinese Journal of Organic Chemistry 2004;24: 1389-1395.
9. B. jiang, Y.-G. Si, Lewis acid promoted alkynylation of imines with terminal alkynes: simple, mild and efficient preparation of propargylic amines. Tetrahedron Lett., 2003;44: 6767-6768.
10. B. jiang, Y.-G. Si, Alkynylation of carbonyl compounds with terminal acetylenes promoted by ZnCl2 and Et3N: simple, mild and efficient preparation of propargylic alcohols. Tetrahedron Lett. 2002;43: 8323-8325.
11. B. jiang, Y.-G. Si, Zn(II) Mediated alkynylation-cyclization of o-trifluoroacetyl anilines : one-pot synthesis of 4-trifluoromethyl substituted quinoline derivatives. J. Org. Chem. 2002;67: 9449-9451.