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NOS Program Book 6-27-2017 Updated 6/27/2017 45th National Organic Chemistry Symposium 2017 – University of California, Davis 45th National Organic Chemistry Symposium Poster Sessions University of California, Davis The Robert and Margrit Mondavi Center for the Performing Arts For each night’s poster sessions, prizes for the two best posters will be awarded. The Poster Awards are sponsored by the following ACS Journals: Sunday: ACS Omega - Poster Awards will be presented Monday morning by Dean Tantillo, University of California, Davis Monday: Organic Letters – Poster Awards will be presented Tuesday morning by Sarah Reisman, California Institute of Technology Tuesday: The Journal of Organic Chemistry – Poster Awards will be presented Wednesday morning by Scott Miller, Yale University Wednesday: Organometallics – Poster Awards will be presented Thursday morning by Robert Bergman, University of California, Berkeley Sunday, June 25, 2017 Poster # Poster Title Authors (*Presenting) Affiliation(s) An Investigation of Substituent Effects on S-1 Philip Albiniak* Ball State University the Electrophilicity of Oxypyridinium Salts Juliet M. Alderson*, Jared W. Tunable, Selective Silver-Catalyzed Rigoli, Cale D. Weatherly, University of Wisconsin- S-2 Aminations and Oxidative Derivatization Alicia M. Phelps, Ryan J. Madison of Amines Scamp, Nicholas S. Dolan, Jennifer M. Schomaker Preparation of Dienoic Acids as Rameez Ali*, Keveen Flieth, S-3 Intermediates in Syntheses of University of Nevada, Reno Thomas W. Bell Diterpenoids †Universidad de Santiago Theoretical Study of Cu-Catalyzed C-H Iriux Almodovar*†, Edwin G. de Chile; ‡Pontificia S-4 Imidation of Benzaldehyde-oximes with Pérez Hernández‡, Carlos E. Universidad Católica de N-Fluorobenzenesulfonimide. Puerto Galvis# Chile; #Universidad Industrial de Santander Synthesis and Evaluation of Martin Amezcua*; Ricardo California State University, S-5 Peptidomimetic Inhibitors for the Cruz; Nicholas Salzameda Fullerton Botulinum Neurotoxin Synthesis of Isoquinoline Alkaloid Abigail K. Frndak, Karine E. S-6 Calvin College Derivatives Rose, Carolyn E. Anderson* 38 Updated 6/27/2017 45th National Organic Chemistry Symposium 2017 – University of California, Davis Poster # Poster Title Authors (*Presenting) Affiliation(s) EPR Study of Catalyst Speciation, Off- Brittany Armstrong*, Richard Cycle Events, and Nonlinear Effects in an University of California, S-7 Sayler, Benjamin Shupe, R. Enantioselective Copper(II)-Catalyzed Davis David Britt, Annaliese K. Franz Spiroannulation Enantioselective Total Synthesis of Lupin Viktor Barat*, Daniel Csokas, Nanyang Technological S-8 Alkaloids Roderick W. Bates University Development of a Stereoselective and Kallol Basu*, Jeffrey T. Kuethe, S-9 Scalable Process for the Preparation of a Robert Orr, Eric Ashley, Marc Merck & Co. Methylcyclobutanol-Pyridyl Ether Poirer, Lushi Tan Synthesis of Polycyclic Aromatic Marc R. Becker*, Corinna S-10 University of Michigan Hydrocarbons Schindler Department of Chemistry Natural Products Isolation of Bioactive Jacquelyn Gervay-Hague, Amy S-11 University of California, Glycolipids in Tea, Camellia Sinensis Bellinghiere* Davis Zoltán Benkő*, Larry Creemer, Joe Eckelbarger, Neeraj Sane, Tied Back Bispyridyloximes as Novel S-12 Carla Klittich, George Davis, Dow AgroSciences Agents for Crop Disease Control David Young, Stacy Meyer, Nick Wang Metal-free C-H Sulfonamidation of Anna Berger*, Andreas U. University of Regensburg S-13 Pyrroles by Visible Light Photoredox Meyer, Burkhard König (Germany) Catalysis Allison M. Bergmann*, Adam Advances in Copper-Catalyzed Cross- S-14 Oldham, Wei You, M. Kevin Indiana University Coupling Brown Enantioselective Total Synthesis of Bijay Bhattarai*, Pavel S-15 Cannogenol and Cannogenol-3-O-alpha- University of Michigan Nagorny L-rhamnoside Development of Strain-Releasing Florida Gulf Coast S-16 Methodologies Employing Gregory R. Boyce* University Cyclopropenones A Novel Protocol for Synthesis of (Z)- Ronald Brisbois*, Scott Macalester College, S-17 10,11-dihydrobenzo[e][1,2,3]triazolo Pedersen, Hoang Anh Phan, St. Paul, MN [1,5- a]azocine Tia Eskridge, Claire Schmit 39 Updated 6/27/2017 45th National Organic Chemistry Symposium 2017 – University of California, Davis Poster # Poster Title Authors (*Presenting) Affiliation(s) Diastereoselective Synthesis of Unnatural Molly Brown*, Natalie Dwulet, S-18 Amino Acids via an Auxiliary-directed Tina Zolfaghari, Daniel Occidental College Enolate Alkylation Essayan, Jeff Cannon The Synthesis of New Precursors to Elise Brutschea*, Amadna S-19 Pentacyclo[4.3.0.02,4.03,8.05,7]non-4- Tallon, Linda Bui, Mark Saint Joseph's University ene Forman Carlyn Reep, Shiyu Sun, Zhili Florida Institute of Helical-Chiral Pyridines for Catalytic S-20 Peng, Maurice Narcis, Norito Technology and University Transformations Takenaka* of Miami Diastereoselective Tamura Cycloadditions Noah P. Burlow*, Sara Y. University of California, S-21 with N-Sulfonyl Ketimines Howard, Jared T. Shaw Davis Dakota D. Butler*, Sarah N. Gold(I)-Catalyzed Synthesis of 1H- S-22 Cantu, Caitlin R. Lacker, Parker Southwestern University Isochromenes L. Wilson, Michael R. Gesinski Highly Selective 5,5-Dimethyl-1,3,4,5- Xiao Cai*, Cristian Ramirez, tetrahydrobenz[cd]indole Synthesis by Anagu Tuoheti, Hassan Harb, University of California, S-23 Acid-Catalyzed Intramolecular Alkene Hrant P. Hratchian, Benjamin Merced Hydroarylation J. Stokes The Influence of Oxidation State on the University of Michigan and Nicole M. Camasso*, Eric G. S-24 Selectivity of Bond-Forming Reactions at University of British Bowes, Melanie S. Sanford High-Valent Ni Complexes Columbia Quantification of Alpha-gold Positive Robert G. Carden*, Nathan S-25 Charge Stabilization in Gold (I) Carbene Duke University Lam, Ross A. Widenhoefer Complexes The Enantioselecive Synthesis of Mariel M. Cardenas*, Pyrrolopyrimidine Scaffolds through Christopher J. Nalbandian, S-26 San Diego State University Cation-Directed Nucleophilic Aromatic Sean T. Toenjes, Jeffrey L. Substitution Gustafson Synthesis and in vivo quantitation of 2’- Deoxyadenosine Adducts Resulting from Bioactivation of 4-(Methylnitrosamino)-1- Erik S. Carlson*, Pramod University of Minnesota - S-27 (3-pyridyl)-1-butanone and 4- Upadhyaya, Stephen S. Hecht Twin Cities (Methylnitrosamino)-1-(3-pyridyl)-1- butanol S-28 Novel Synthesis of Isoflav-3-enes Maria G. Carranza* Westfield State University 40 Updated 6/27/2017 45th National Organic Chemistry Symposium 2017 – University of California, Davis Poster # Poster Title Authors (*Presenting) Affiliation(s) Phosphonate-Directed Catalytic Suman Chakrabarty*, James University of Nebraska- S-29 Asymmetric Hydroboration: Synthesis of M. Takacs Lincoln Chiral Tertiary Boronic Esters Dana Chambers*, Esmat Cobalt-Catalyzed C-O Bond Activation for University of California, S-30 Sodager, Raymond Sullivan, the Direct Functionalization of Alcohols Riverside Prof. Dave Martin Wenyong Chen*, Peter Maligres, Feng Peng, John Process Development and Understanding Limanto, Artis Klapars, Jake Department of Process S-31 of Cyclization/Deprotection in the Song, Weidong Tong, Research and Synthesis of MK-3682 Guangtao Li, Timothy Nowak, Development, Merck Lin Wang, Meredith Green, Alfred Lee, Robert Dunn †Division of Sustainable and Environmental Engineering, Graduate School of Engineering, Muroran Madhu Chennapuram*†, U.V. Institute of Technology, The Development of New Hybrid Type Subba Reddy†, Chigusa Seki†, Japan. ‡Tohoku Medical Squaramide Fused Amino Alcohol Yuko Okuyama‡, Eunsang and Pharmaceutical S-32 Organocatalysts and Its Application to Kwon#, Koji Kwai†, Michio University, Japan. Asymmetric Reactions Tokiwa§, Mitsuhiro Takeshita§, #Research and Analytical Hiroto Nakano† Center for Giant Molecules, Graduate School of Sciences, Tohoku University, Japan. §Tokiwakai Group, Japan Process Optimization of a Late-Stage Alan H. Cherney*, Jason. S. S-33 Ring-Closing Metathesis (RCM) To Access Amgen Tedrow a 16-Membered Macrocycle Synthesis of APEG-Derivative Surfactants Joseph Cheung*, Matthew S-34 for Study of Polybia-MP1 Structure and Roberson, Keveen Flieth, University of Nevada Reno Dynamics Matthew Tucker, Laina Geary Study of the Behavior of (Z/E) 2- Judy M. Cifuentes*, John E. Pontificia Universidad S-35 Styrylbenzaldehyde O-Benzyloxime in Diaz, Alix E. Loaiza Javeriana Aza-6π Electrocyclization Reactions 41 Updated 6/27/2017 45th National Organic Chemistry Symposium 2017 – University of California, Davis Poster # Poster Title Authors (*Presenting) Affiliation(s) James R. Hemmer, Saemi O. Department of Chemistry Poelma, Nicolas Treat, and Biochemistry and Zachariah A. Page, Neil D. Materials Department, Tunable Visible and Near Infrared Dolinski, Yvonne J. Diaz, Materials Research S-36 Photoswitches Warren Tomlinson, Kyle D Laboratory, University of Clark*, Joseph P. Hooper, California, Santa Barbara. Craig Hawker, Javier Read de Department of Physics, Alaniz Naval Postgraduate School Cyclopentenone Formation via Remote Sarah E. Cleary*, Magenta J. S-37 University of Vermont C–H Insertion of Vinyl Cations Hensinger, Matthias Brewer Synthesis of Vicinal Dichlorides via Alexander H. Cleveland*, S-38 Established Triphosgene-Pyridine Louisiana State University Rendy Kartika Protocol Buchwald-Hartwig Amination of Soft Jacob W. Cleveland*, Jesse D. Tennessee Technological S-39 Lewis Basic Heterocyclic Complexant Carrick University Scaffolds Lucas A. Zeoly, Lais, V. Acconcia, Rodrigo A. University of Campinas, Simple and Sustainable Approach to the S-40 Cormanich,
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