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Christopher Douglas

Assistant Professor, Chemistry
Office: 568C Kolthoff Hall
Phone: 612-625-0922
Email: cdouglas@umn.edu
Departmental Page ¦ Group Website

Professional Preparation:

University of Minnesota, Twin Cities, Chemistry, B.S., 1999
University of California, Irvine, Chemistry, Ph.D., 2005
California Institute of Technology, NIH Postdoctoral Fellow, 2005-2007

Professional Appointments

Assistant Professor, Chemistry, UMN, June 2007 - present


Selected Publications

Douglas, C. J.; Heibert, S.; Overman, L. E. "Toward an Enantioselective Total Synthesis of Sarain A: Construction of an Advanced Intermediate and Rearrangement of the Sarain A Core under Mild Conditions" Org. Lett. 7, 933-936 (2005)

Anderson, C. E.; Donde, Y.; Douglas, C. J.; Overman, L. E. "Asymmetric Allylic Imidate Rearrangement. Evaluation and Synthesis of Novel Ferrocenyloxazoline Palladacyclic Catalysts and Imidate Motifs" J. Org. Chem., 70, 648-657 (2005).

Douglas, C. J.; Overman, L. E. "Catalytic Asymmetric Synthesis of All-Carbon Quaternary Stereocenters" Proc. Nat. Acad. Sci. USA, 101, 5363-5367 (2004)

Fredrick, M. O.; Mulder, J. A.; Tracey, M. R.; Hsung, R. P.; Huang, J.; Kurtz, K. C. M.; Shen, L.; Douglas, C. J. "A Copper-Catalyzed C-N Bond Formation Involving sp-Hybridized Carbons. A Direct Entry to Chiral Ynamides via N-Alkynylation of Amides" J. Am. Chem. Soc., 125, 2368-2369 (2003)

Douglas, C. J.; Sklenicka, H. M.; Shen, H. C.; Mathias, D. S.; Degen, S. J.; Golding, G. M.; Morgan, C. D.; Shih, R. A.; Mueller, K. L.; Seurer, L. M.; Johnson, E. W.; Hsung, R. P. "Synthesis and UV Studies of a Small Library of 6-Aryl-4-hydroxy-2-pyrones. A Relevant Structural Feature for the Inhibitory Property of Arisugacin against Acetylcholinesterase" Tetrahedron, 55, 13683-13696 (1999).

Shen, H. C.; Wang, J. S.; Cole, K. P.; McLaughlin, M. J.; Morgan, C. D.; Douglas, C. J.; Hsung, R. P.; Coverdale, H. A.; Gerasyuto, A. I.; Hahn, J. M.; Liu, J.; Sklenicka, H. M.; Wei, L. L.; Zehnder, L. R.; Zificsak, C. A. "A Formal [3+3] Cycloaddition Reaction. Improved Reactivity Using alpha, beta-Unsaturated Iminium Salts and Evidence for Reversibility of 6-pi-Electron Electrocyclic Ring Closure of 1-Oxatrienes" J. Org. Chem., 68, 1729-1735 (2003)

Wei, L. L.; Mulder, J. A.; Xiong, H.; Zificsak, C. A.; Douglas, C. J.; Hsung, R. P. "Efficient Preparations of Novel Ynamides and Allenamides" Tetrahedron, 57, 459-466 (2001)

Hsung, R. P.; Shen, H. C.; Douglas, C. J.; Morgan, C. D.; Degen, S. J.; Yao, L. J. "Sequential 1,2-Addition-Electrocyclic Ring Closures Involving Acyclic α,β-Unsaturated Iminiums: A Formal [3+3] Cycloaddition Strategy to Unique Pyranyl Spirocycles" J. Org. Chem. 64, 690-691 (1999)

Hsung, R. P.; Wei, L.; Sklenicka, H. M.; Douglas, C. J.; McLaughlin, M. J.; Mulder, J. A.; Yao, L. J. "Formal Cycloaddition Reaction of Vinylogous Amides with α,β-Unsaturated Iminiums. A Strategy for Construction Piperidinyl Hetrocycles" Org. Lett.,1, 509-512 (1999)

Hsung, R. P.; Zificsak, C. A.; Wei, L.; Douglas, C. J.; Xiong, H.; Mulder, J. A. "Hetero [2+2] Cycloaddition Reaction of 10-Alkynyl-9(10H)-acridones with Aldehydes. Stereoselective Synthesis of Trisubstituted Alkenes and 1,3-Dienes" Org. Lett., 1, 1237Ð1240 (1999)