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Publications

underscore: W&M undergraduate or graduate (M.S.) student 

Carrillo Vallejo, N. A.; Scheerer, J. R.* Application of 1,4-oxazinone precursors to the construction of pyridine derivatives by tandem intermolecular cycloaddition/cycloreversion. J. Org. Chem. 2021, 86, 5863–5869. DOI:/10.1021/acs.joc.1c00288

Angello, N. H.; Wiley, R. E.; Abelt, C. J.*.; Scheerer, J. R.* Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives. Molecules 2020, 25, 3358; DOI:10.3390/molecules25153358.

Maisto, S. K.; Leersnyder, A. P.; Pudner, G. L.; Scheerer, J. R.* Synthesis of Pyrrolopyrazinones by Construction of the Pyrrole Ring onto an Intact Diketopiperazine. J. Org. Chem. 2020, 85, 9264–9271. DOI: 10.1021/acs.joc.0c01263

Zachary M. Smith, Xiye Wang, Jonathan R. Scheerer,  Jonathan Martens, Giel Berden,  Jos Oomens, Vincent Steinmetz, Arpad Somogyi, Vicki Wysocki, John C. Poutsma* Spectroscopic Evidence for Lactam Formation in Terminal Ornithine b2+ and b3+ Fragment Ions. J. Am. Soc. Mass Spectrom. J. Am. Soc. Mass Spectrom. 2019, 30, 1566-1577. DOI: 10.1007/s13361-019-02244-0

Angello, N. H.;Wiley, R. E.; Elmore, T. G.; Perry, R. S.; Scheerer, J. R.*  Domino Reaction Sequence for the Synthesis of [2.2.2]Diazabicycloalkenes and Base-Promoted Cycloreversion to 2?Pyridone Alkaloids. Org. Lett. 2018, 20, 5203–5207. DOI: 10.1021/acs.orglett.8b02145

Jonathan C. Perkins, Xiye Wang, Robert D. Pike, and Jonathan R. Scheerer* Further Investigation of the Intermolecular Diels−Alder Cycloaddition for the Synthesis of Bicyclo[2.2.2]diazaoctane Alkaloids. J. Org. Chem. 2017, 82, 13656–13662. DOI: 10.1021/acs.joc.7b02403

Elizabeth W. Kelley, Skylar G. Norman and Jonathan R. Scheerer* Synthesis of monoalkylidene diketopiperazines and application to the synthesis of barettin. Org. Biomol. Chem. 2017, 15, 8634-8640. DOI: 10.1039/c7ob02297b

Tatsiana Shymanovich1, Nikki D. Charlton2, Ashleigh M. Musso3, Jonathan R. Scheerer4, Nadja B. Cech3, Stanley H. Faeth1, Carolyn A. Young*  Interspecific and intraspecific hybrid Epichloë species from the North American native grass Poa alsodes. Mycologia 2017, 109, 459-474. DOI: 10.1080/00275514.2017.1340779

Williamson, J. B.; Smith, E. R.; Scheerer, J. R.*  A merged aldol condensation, alkene isomerization, cycloaddition / cycloreversion sequence employing oxazinone intermediates for the synthesis of substituted pyridines Synlett 2017, 28, 1170–1172. DOI: 10.1055/s-0036-1588729

Matthew R. Nelli, Jonathan R. Scheerer,  Synthesis of Peramine, an Anti-insect Defensive Alkaloid Produced by Endophytic Fungi of Cool Season Grasses J. Nat. Prod. 2016, 79, 1189–1192. DOI: 10.1021/acs.jnatprod.5b01089

Robins, Jacob; Kim, Kyu; Chinn, Alex; Woo, John, Jonathan R. Scheerer,  Intermolecular Diels-Alder Cycloaddition for the Construction of Bicyclo[2.2.2]-diazaoctane Structures: Formal Synthesis of Brevianamide B and Premalbrancheamide. J. Org. Chem. 2016, 81, 2293–2301. DOI: 10.1021/acs.joc.5b02744

Leibowitz, M. K., Winter, E. S., Scheerer, J. R.  3,4- and 3,5-Disubstituted 2-Pyridones Using an Intermolecular Cycloaddition / Cycloreversion Strategy: Toward the Synthesis of Aristopyridinone A Tetrahedron Lett. 2015, 56, 6069–6072.   DOI:10.1016/j.tetlet.2015.09.067

 Kelsey E. Miller, Anthony J. Wright, Margaret K. Olesen, M. Todd Hovey, Jonathan R. Scheerer*  Stereoselective Synthesis of (+)-Loline Alkaloid Skeleton J. Org. Chem. 2015, 80, 1569–1576. DOI: 10.1021/jo502493e

Margrey, K. M.; Hazzard, A. D.; Scheerer, J. R.  Synthesis of 2-pyridones by cycloreversion of [2.2.2]-bicycloalkene diketopiperazines. Org. Lett. 2014, 16, 904–907. http://dx.doi.org/10.1021/ol403632t

Laws, S. W.; Scheerer, J. R. Enantioselective synthesis of (+)-malbrancheamide B. J. Org. Chem. 2013, 78, 2422-2429. http://dx.doi.org/10.1021/jo3026059 

Kwan, E. E.; Scheerer, J. R.; Evans, D. A. The stereochemical course of intramolecular Michael reactions. J. Org. Chem. 2013, 78, 175-203.
http://dx.doi.org/10.1021/jo302138z

Newman, A. G.; Vagstad, A. L.; Belecki, K.; Scheerer, J. R.; Townsend, C. A. Analysis of the cercosporin polyketide synthase CTB1 reveals a new fungal thioesterase function. Chem. Commun. 2012, 48, 11772-11774.DOI: 10.1039/C2CC36010A


Eklund, E. J.; Pike, R. D.; Scheerer, J. R. Synthesis of 1-aminopyrrolizidine alkaloid (–)-absouline by stereoselective aminoconjugate addition. Tetrahedron Lett. 2012, 53, 4644-4647.
http://www.sciencedirect.com/science/article/pii/S0040403912010039 

Margrey, K. A.; Chinn, A. J.; Laws, S. W.; Pike, R. D.; Scheerer, J. R. Efficient Entry to the [2.2.2]-Diazabicyclic Ring System via Diasteroselective Domino Reaction Sequence. Org. Lett. 2012, 14, 2458–2461. http://dx.doi.org/10.1021/ol3007056

Morris, E. N.; Nenninger, E. K.; Pike, R. D.; Scheerer, J. R. Diels-Alder Cycloaddition of Chiral Nonracemic 2,5-Diketopiperazine Dienes. Org. Lett. 2011, 13, 4430–4433.  http://dx.doi.org/10.1021/ol201768f

Hovey, M. T; Eklund, E. J.; Pike, R. D.; Mainkar, A. A.; Scheerer, J. R. Synthesis of (±)-Acetylnorloline via Stereoselective Tethered Aminohydroxylation. Org. Lett. 2011, 13, 1246–1249.
http://dx.doi.org/10.1021/ol200155p

Crawford, J. M.; Thomas, P. M.; Scheerer, J. R.; Vagstad, A. L., Kelleher, N. L.; Townsend, C. A. Deconstruction of Iterative Multidomain Polyketide Synthase Function. Science 2008, 320, 243–246.

Scheerer, J. R.; Lawrence, J. F.; Wang, G. C.; Evans, D. A. Asymmetric Synthesis of Salvinorin A, a Potent k Opioid Receptor Agonist. J. Am. Chem. Soc. 2007, 129, 8968–8969.

Evans, D. A.; Scheerer, J. R.  Polycyclic Molecules from Linear Precursors: Stereoselective Synthesis of Clavolonine and Related Complex Structures. Angew. Chem. Int. Ed. 2005, 44, 6038–6042.