![Jeff Cannon](/sites/default/files/styles/faculty_profile_image/public/faculty-images/jeff-cannon_400x400.jpg)
Jeff Cannon teaches Organic Chemistry and does research in organic synthesis and catalysis.
Research Interests
The core of all organic molecules is made up of carbon-carbon bonds. Our group is interested in developing new methods for their construction. To accomplish this, we analyze interesting and complex targets to design creative and highly efficient methods for their synthesis. We are particularly interested in methods that can accomplish this catalytically and stereoselectively. Our studies are augmented by utilizing computational methods to help predict and explain experimental results.
Courses
Organic Chemistry I and II (Chem 220 and 221)
Introductory organic chemistry is designed to give听students听the skills to understand the structure and interactions of covalently-bonded molecules containing carbon. Key topics include structure and intermolecular interactions, reactivity, and synthesis. Special emphasis is placed on developing logical problem-solving skills around multi-step synthesis and electron motion in reaction mechanisms.
Organic Chemistry Labs I and II (Chem 220L and 221L)
Organic chemistry lab teaches the techniques and general reactions of organic chemistry. The first semester focuses on introducing proper techniques for conducting reactions, purifying products, and analyzing the structure and purity of these products. The second semester applies these techniques to the synthesis of several interesting organic molecules.
Physical Organic Chemistry (Chem 360)
Physical organic chemistry is the detailed study of organic reactions and their mechanisms. In this class, students are given the tools to create mechanistic hypotheses for organic processes and design experiments to support or disprove them. Students will be able to utilize听frontier molecular orbital theory to make generalizations about reactivity. Students will also be exposed to density functional theory (DFT) as a method for studying the structure and reactivity of organic reactions.
Offered in Spring of odd-numbered years
Publications
Katherine C. Forbes*, Anne Marie Crooke*, Yuri Lee*, Masamu Kawada*, Kian M. Shamskhou*, Rachel A. Zhang*, Jeffrey S. Cannon; "Photoredox-catalyzed Oxidation of Anions for the Atom-Economical Hydro-, Amido-, and DIalkylation of Alkenes,"听J. Org. Chem.听2022,听87, 3498鈥3510. doi:
Donald R. Deardorff, Scott W. Niman*, Mark I. Paulsen*, Anasheh Sookezian*, Meghan E. Whalen*, Christopher J. FInlayson*, Collrane Frivold*, Hilary C. Brown*, Jeffrey S. Cannon; "Development of a Combined Enzyle- and Transition Metal-Catalyzed Strategy for the SYnthesis of Heterocycles: Enentioselective Syntheses of (鈥)-Coniine, DAB-1, and Nectrisine,"听ACS Omega听2020,听5, 2005鈥2014. doi:
Jeffrey S. Cannon, Larry E. Overman; "Discussion Addendum for Preparation of the COP Catalysts: [(S)-COP-OAc]2, [(S)-COP-Cl]2, and (S)-COP-hfacac,"听Org. Synth.听2018,听95, 500-511. doi:
Natalie C. Dwulet*, Tina A. Zolfaghari*, Molly L. Brown*, Jeffrey S. Cannon; "Diastereoselective Synthesis of Unnatural Amino Acids by alkylation of 伪-tert-Butanesulfinamide Auxiliary-Bound Enolates,"听J. Org. Chem.听2018, 83, 11510-11518. doi:
Nicholas J. Foy*, Katherine C. Forbes*, Anne Marie Crooke*, Maxwell D. Gruber*, Jeffrey S. Cannon; "Dual Lewis Acid/Photoredox-Catalyzed Addition of Ketyl Radicals to Vinylogous Carbonates in the Synthesis of 2,6-Dioxabicyclo[3.3.0]octan-3-ones,"听Org. Lett.听2018,听20, 5727-5731. doi:
Jeffrey S. Cannon; "A Nitrone Dipolar Cycloaddition Strategy toward an Enantioselective Synthesis of Massadine,"听Org. Lett.听2018,听20, 3883-3887, doi:听
Shao-Xiong Luo, Jeffrey S. Cannon, Buck L. H. Taylor, Keary M. Engle, K. N. Houk, Robert H. Grubbs; "Z-Selective Cross-Metathesis and Homodimerization of 听3E-1,3-Dienes: Reaction Optimization, Computational Analysis, and Synthetic Applications,"听J. Am. Chem. Soc.听2016,听14039-14046, doi:
Jeffrey S. Cannon, Larry E. Overman; "Palladium(II)-Catalyzed Enantioselective Reactions Using COP Catalysts,"听Acc. Chem. Res.听2016,听2220-2231. doi:
Jeffrey S. Cannon, Lufeng Zou, Peng Liu, Yu Lan, Daniel J. O'Leary, K. N. Houk, Robert H. Grubbs; "Carboxylate-Assisted C(sp3)-H Activation in Olefin Metathesis-Relevant Ruthenium Complexes."听J. Am. Chem. Soc.听2014,听136, 6733-6743. doi:听
Jeffrey S. Cannon, Robert H. Grubbs; 鈥淎lkene Chemoselectivity in Ruthenium-Catalyzed听Z鈥慡elective Olefin Metathesis,鈥澨Angew. Chem., Int. Ed.听2013,听52, 9001鈥9004. doi:听
Jeffrey S. Cannon, Angela C. Olson, Larry E. Overman; 鈥淧alladium(II)-Catalyzed Enantioselective Synthesis of 2-Vinyl 澳门彩开奖gen Heterocycles,鈥澨J. Org. Chem.听2012,听77, 1961鈥1973. doi:听
Jeffrey S. Cannon, James H. Frederich, Larry E. Overman; 鈥淧alladacyclic Imidazoline-Naphthalene Complexes: Synthesis and Catalytic Performance in Pd(II)-Catalyzed Enantioselective Reactions of Allylic Trichloroacetimidates,鈥澨J. Org. Chem.听2012,听77, 1939鈥1951. doi:听
Jeffrey S. Cannon, Larry E. Overman; 鈥淚s There No End to the Total Syntheses of Strychnine? Lessons to be Learned for Strategy and Tactics in Total Synthesis,鈥澨Angew. Chem., Int. Ed.听2012,听51, 4288鈥4311. doi:听
Jeffrey S. Cannon, Stefan F. Kirsch, Larry E. Overman; 鈥淐atalytic Asymmetric Synthesis of Chiral Allylic Esters,鈥澨J. Am. Chem. Soc.听2010,听132, 15185鈥15191. doi:听
Jeffrey S. Cannon, Stefan F. Kirsch, Larry E. Overman, Helen F. Sneddon; 鈥淢echanism of the Cobalt Oxazoline Palladacycle (COP)-Catalyzed Asymmetric Synthesis of Allylic Esters,鈥澨J. Am. Chem. Soc.听2010,听132, 15192鈥15203. doi:听