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Publications

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33. Gitter, S. R., Teh, W. P., Yang, X., Dohoda, A. F., Michael, F. E., Boydston, A.J.  "C−H Functionalization and Allylic Amination for Post-Polymerization Modification of Polynorbornenes" Angew. Chem. Int. Ed. 2023, e202303174

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32. Hodges, M. N., Elardo, M. J., Seo, J., Dohoda, A.F., Michael, F. E., Golder, M. R. "Upcycling of Polybutadiene Facilitated by Selenium-Mediated Allylic Amination" Angew. Chem. Int. Ed. 2023, e202303115

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31. Obenschain, D. C., Tabor, J. R., Michael, F. E. "Metal-Free Intermolecular Allylic C–H Amination of Alkenes Using Primary Carbamates" ACS Catalysis 2023, 13, 4369-4375

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30. Maloney, T. P., Berman, J. L., Michael, F. E. "Metal-Free Allylic C−H Amination of Vinylsilanes and Vinylboronates using Silicon or Boron as a Regioselectivity Switch" Angew. Chem. Int. Ed. 2022, 61(45), e202210109. DOI: 10.1002/anie.202210109

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29. Zheng, T.; Berman, J. L.; Michael, F. E. "Diastereoconvergent synthesis of anti-1,2-amino alcohols with N-containing quaternary stereocenters via selenium-catalyzed intermolecular C–H amination” Chem. Sci. 2022, Advance Article. DOI: 10.1039/C9SC05335B

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28. Maloney, T. P.; Dohoda, A. F.; Zhu, A. C., Michael, F. E. "Stereoretentive and Regioselective Selenium-catalyzed Intermolecular Propargylic C-H Amination of Alkynes” Chem. Sci. 2022, 13, Accepted Manuscript DOI: 10.1039/D1SC07067C

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27. Teh, W. P.; Obenschain, D. C.; Black, B. M., Michael, F. E. "Catalytic Metal-free Allylic C-H Amination of Terpenoids” J. Am. Chem. Soc. 2020, 142, 16717-16722. DOI: 10.1021/jacs.0c06997

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26. Tabor, J. R.; Obenschain, D. C.; Michael, F. E. "Selenophosphoramide-Catalyzed Diamination and Oxyamination of Alkenes” Chem. Sci. 2020, 11, 1677-1682. DOI: 10.1039/C9SC05335B

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25. Zheng, T.; Tabor, J. R.; Stein, Z. L.; Michael, F. E. “Regioselective Metal-Free Aza-Heck Reactions of Terminal Alkenes Catalyzed by Phosphine Selenides” Org. Lett. 2018, 20, 6975-6978. DOI: 10.1021/acs.orglett.8b03159

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24. Teh, W. P.; Michael, F. E. “Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines and Alkenylboronic Acids: Stereospecific Synthesis of Homoallylic Amines with Di-and Trisubstituted Alkenes” Org. Lett. 2017, 19, 1738-1740. DOI: 10.1021/acs.orglett.7b00504

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23. Ingalls, E. L.; Holtzen, G. A.; Kaminsky, W.; Michael, F. E. “Synthesis and Structural Characterization of Palladium(II) Complexes of Chiral Bidentate N-Heterocyclic Carbene-Quinoline Ligands” J. Organomet. Chem. 2017, 832, 9-11. DOI: 10.1016/j.jorganchem.2017.01.008

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22. Rosewall, C. F.; Ingalls, E. L.; Kaminsky, W.; Michael, F. E. “Chelation-driven Rearrangement of Primary Alkyl Aminopalladation Products to Stable Trisubstituted Alkyl Palladium Complexes” Angew. Chem. Int. Ed. 2015, 54, 4557-4560. DOI: 10.1002/anie.201412033

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21. Duda, M. L.; Michael, F. E. “Palladium-Catalyzed Cross-Coupling of N-Sulfonylaziridines with Boronic Acids” J. Am. Chem. Soc. 2013, 135, 18347-18349. DOI: 10.1021/ja410686v

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20. Pierson, J.; Ingalls, E. L.; Vo, R.; Michael, F. E. “Palladium(II)-Catalyzed Intramolecular Hydroamination of 1,3-Dienes to Give Homoallylic Amines” Angew. Chem. Int. Ed. 2013, 52, 13311-13313. DOI: 10.1002/anie.201305766

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19. McGhee, A.; Cochran, B. M.; Stenmark, T.; Michael F. E. “Stereoselective synthesis of 2,5-disubstituted morpholines using a palladium-catalyzed hydroamination reaction” Chem. Comm. 2013, 49, 6800-6802. DOI: 10.1039/C3CC44117B

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18. Ingalls, E. L.; Sibbald, P. A.; Kaminsky, W.; Michael, F. E. “Enantioselective Palladium-Catalyzed Diamination of Alkenes Using N-Fluorobenzenesulfonamide” J. Am. Chem. Soc. 2013, 135, 8854-8856. DOI: 10.1021/ja4043406

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17. Okamoto, K.; Housekeeper, J. B.; Michael, F. E.; Luscombe, C. K. “Thiophene based hyperbranched polymers with tunable branching using direct arylation methods” Polym. Chem. 2013, 4, 3499-3506. DOI: 10.1039/C3PY00412K

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16. Bjelic, S.; Nivon, L. G.; Celebi-Olcum, N.; Kiss, G.; Rosewall, C. F.; Lovick, H. M.; Ingalls, E. L.; Gallaher, J. L.; Seetharaman, J.; Lew, S.; Montelione, G. T.; Hunt, J. F.; Michael, F. E.; Houk, K. N.; Baker, D. “Computational Design of Enone-Binding Proteins with Catalytic Activity for the Morita-Baylis-Hillman Reaction” ACS Chemical Biology 2013, 8, 749-757. DOI: 10.1021/cb3006227

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15. Liskin, D. V.; Sibbald, P. A.; Rosewall, C. F.; Michael, F. E. “Palladium Catalyzed Alkoxyamination of Alkenes with Use of N-Fluorobenzenesulfonimide as Oxidant.” J. Org. Chem. 2010, 75, 6294–6296. DOI: 10.1021/jo101171g

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14. Siegel, J. B.; Zanghellini, A.; Lovick, H. M.; Kiss, G.; Lambert, A. R.; St.Clair, J. L.; Gallaher, J. L.; Hilvert, D.; Gelb, M. H.; Stoddard, B.; Houk, K. N.; Michael, F. E.; Baker, D. “Computational design of an enzyme catalyst for a stereoselective bimolecular Diels-Alder reaction.” Science 2010, 329, 309–313. DOI: 10.1126/science.1190239

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13. Hoover, J. M.; DiPasquale, A.; Mayer, J. M.; Michael, F. E. “Platinum Catalyzed Intramolecular Hydrohydrazination: Evidence for Alkene Insertion into a Pt-N Bond.” J. Am. Chem. Soc. 2010, 132, 5043–5053. DOI: 10.1021/ja906563z

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12. Lovick, H. M.; Michael, F. E. “Metal-Free Highly Regioselective Aminotrifluoroacetoxylation of Alkenes.” J. Am. Chem. Soc. 2010, 132, 1249–1251. DOI: 10.1021/ja906648w

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11. Sibbald, P. A.; Rosewall, C. F.; Swartz, R. D.; Michael, F. E. “Mechanism of N-Fluorobenzenesulfonimide Promoted Diamination and Carboamination Reactions: Divergent Reactivity of a Pd(IV) Species.” J. Am. Chem. Soc. 2009, 131, 15945–15951. DOI: 10.1021/ja906915w

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10. Rosewall, C. F.; Sibbald, P. A.; Liskin, D. V.; Michael, F. E. “Palladium Catalyzed Carboamination of Alkenes Promoted by N-Fluorobenzenesulfonimide via C-H Activation of Arenes.” J. Am. Chem. Soc. 2009, 131, 9488–9489. DOI: 10.1021/ja9031659

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9. Sibbald, P. A.; Michael, F. E. “Palladium-Catalyzed Diamination of Unactivated Alkenes Using N-fluorobenzenesulfonimide as a Source of Electrophilic Nitrogen.” Org. Lett. 2009, 11, 1147–1149. DOI: 10.1021/ol9000087

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8. Lovick, H. M.; Michael F. E. “Reversal of enantioselectivity using tethered bisguanidine catalysts in the aza-Henry reaction.” Tetrahedron Lett. 2009, 50, 1016–1019. DOI: 10.1016/j.tetlet.2008.12.058

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7. Cochran, B. M.; Michael, F. E. “Metal-free Oxidative Cyclization of Urea-Tethered Alkenes with Hypervalent Iodine.” Org. Lett. 2008, 10, 5039–5042. DOI: 10.1021/ol8022165

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6. Hoover, J. M.; Freudenthal, J.; Michael, F. E.; Mayer, J. M. “Reactivity of low-valent Ir, Rh, and Pt complexes with di- and tetrasubstituted hydrazines.” Organometallics 2008, 27, 2238–2245. DOI: 10.1021/om701192s

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5. Sibbald, P. A.; Cochran, B. M.; Michael, F. E. “Palladium-Catalyzed Intramolecular Chloroamination of Alkenes.” Org. Lett. 2008, 9, 793–796. DOI: 10.1021/ol702922c

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4. Cochran, B. M.; Michael, F. E. “Synthesis of 2,6-Disubstituted Piperazines by a Diastereoselective Palladium-Catalyzed Hydroamination Reaction.” Org. Lett. 2008, 9, 329–332. DOI: 10.1021/ol702891p

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3. Cochran, B. M.; Michael, F. E. “Mechanistic Studies of a Palladium Catalyzed Intramolecular Hydroamination of Unactivated Alkenes: Protonolysis of a Stable Palladium Alkyl Complex is the Turnover-limiting Step.” J. Am. Chem. Soc. 2008, 130, 2786–2792. DOI: 10.1021/ja0734997

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2. Hoover, J. M.; DiPasquale, A.; Mayer, J. M.; Michael, F. E. “Synthesis and Reactivity of a RuIII bis(anilide) Dimer by Oxidative Addition of an N,N′-disubstituted Hydrazine.” Organometallics 2007, 26, 3397–3405. DOI: 10.1021/om0700462

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1. Michael, F. E.; Cochran, B. M. “Room-Temperature Palladium-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes.” J. Am. Chem. Soc. 2006, 128, 4246–4248. DOI: 10.1021/ja060126h

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