Engle, Keary M. - The Scripps Research Institute

个人简介

Education D.Phil., Biochemistry, University of Oxford, 2013 Ph.D., Chemistry, The Scripps Research Institute, 2013 B.S., Chemistry, Economics, Mathematics, and Statistics, University of Michigan, 2007 Professional Experience NIH Postdoctoral Research Fellow, California Institute of Technology (2013–2015) Fulbright Fellow, Max-Planck-Institut für Kohlenforschung (2007–2008) Awards & Professional Activities Donald E. and Delia B. Baxter Foundation Young Faculty Award, 2016 Thomson Reuters Highly Cited Researcher, 2015–2016 IUPAC-Solvay International Award for Young Chemists, 2014 Ruth L. Kirschstein National Research Service Award (NIH F32), 2014–2015 Lincoln College Senior Scholarship, 2012–2013 Kenneth G. Hancock Memorial Student Award (ACS GCI), 2012 Roche Excellence in Chemistry Award, 2012 Patricia Cross Future Leaders Award (AAC&U), 2011 Jairo H. Arévelo Fellowship (TSRI), 2010–2011 Joseph Breen Memorial Fellowship,(ACS GCI), 2010 Skaggs Oxford Scholarship, 2008–2013 NSF Graduate Research Fellowship, 2008–2013 NDSEG Fellowship, 2008–2011 TSRI Deans’ Fellowship, 2008–2009 Fulbright Scholarship (with M. T. Reetz), 2007–2008 American Institute of Chemists Alumni Award, 2007 Eugene Sullivan Scholarship in Chemistry (UM Chemistry), 2007 Eli Lilly Organic Chemistry Award, 2006 ACS Analytical Chemistry Alumni Award, 2006 Jack Meiland Prize (UM Honors Program), 2006 Ernest Sims Prize in Economics (UM Economics), 2006 Telluride Association Residential Scholarship, 2004–2007

研究领域

Organic small molecules make up the vast majority of medicines, biological probes, agrochemicals, and materials building blocks. Thus, though they are ubiquitous in modern society, many classes of small molecules remain problematic to prepare using conventional methods. Contemporary synthetic routes routinely require multiple steps, generate large quantities of waste, or require substantial human energy to troubleshoot. Research in the Engle group focuses on addressing these challenges by harnessing the power of catalysis. Our group's goal is to advance the efficiency, effectiveness, and sustainability of chemical synthesis. The projects that we tackle are highly interdisciplinary, and as a consequence, students complement their core training in synthetic organic, physical organic, and organometallic chemistry with expertise in related disciplines in and outside of chemistry.

近期论文

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O’Duill, M. L.; Engle, K. M. “Protodepalladation as a Strategic Elementary Step in Catalysis,” Submitted (Invited Review). Tran, V. T.; Gurak, J. A., Jr.; Yang, K. S.; Engle, K. M. “Activation of Diverse Carbon–Heteroatom and Carbon–Carbon Bonds via Palladium(II)-Catalyzed β-X Elimination,” Nat. Chem. 2018, In Press. Gurak, J. A., Jr.; Engle, K. M. “Practical Intermolecular Hydroarylation of Terminal Alkenes via Reductive Heck Coupling,” ChemRxiv 2018, DOI: 10.26434/chemrxiv.6619223. Gao, D.-W.; Vinogradova, E. V.; Nimmagadda, S. K. †; Medina, J. M.†; Xiao, Y.; Suciu, R. M.; Cravatt, B. F.; Engle, K. M. “Direct Access to Versatile Electrophiles via Catalytic Oxidative Cyanation of Alkenes,” J. Am. Chem. Soc. 2018, 140, 8069–8073. (†Authors contributed equally). Zeng, T.; Liu, Z.; Schmidt, M. A.; Eastgate, M. D.; Engle, K. M. “Directed, Palladium(II)-Catalyzed Intermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation System,” Org. Lett. 2018, 20, 3853–3857. Derosa, J.; Tran, V. T.; van der Puyl; V. A.; Engle, K. M. “Carbon–Carbon π-Bonds as Conjunctive Reagents in Cross-Coupling,” Aldrichimica Acta 2018, 51, 21–32. (Invited review article). Matsuura, R.; Jankins, T. C.; Yang, K. S.; Gallego, G. M.; Yang. S.; He, M.; Wang, F.; Marsters, R.; McAlpine, I.; Engle, K. M. “Palladium(II)-Catalyzed γ-Selective Hydroarylation of Alkenyl Carbonyl Compounds with Arylboronic Acids,” ChemRxiv 2018, DOI: 10.26434/chemrxiv.5885203. Derosa, J.; van der Puyl; V. A.; Tran, V. T.; Liu, M.; Engle, K. M. “Directed Nickel-Catalyzed 1,2-Dialkylation of Alkenyl Carbonyl Compounds,” Chem. Sci. 2018, 9, 5278–5283. Liu, M.; Yang, P.; Karunananda, M. K.; Wang, Y.; Liu, P.; Engle, K. M. “C(alkenyl)–H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis,” J. Am. Chem. Soc. 2018, 140, 5805–5813. Gao, D.-W.; Xiao, Y.; Liu, M.; Liu, Z.; Karunananda, M. K.; Chen, J. S; Engle, K. M. “Catalytic, Enantioselective Synthesis of Allenyl Boronates,” ACS Catal. 2018, 8, 3650–3654. Derosa, J.†; O’Duill, M. L.†; Holcomb, M.; Boulous, M. N.; Patman, R. L.; Wang, F.; Tran-Dubé, M.; McAlpine, I.; Engle, K. M. “Copper-Catalyzed Chan–Lam Cyclopropylation of Phenols and Aza-Heterocycles,” J. Org. Chem. 2018, 83, 3417–3425. (†Authors contributed equally). Liu, Z.; Ni, H.-Q.; Zeng, T.; Engle, K. M. “Catalytic Carbo- and Aminoboration of Alkenyl Carbonyl Compounds via 5- and 6-Membered Palladacycles,” J. Am. Chem. Soc. 2018, 140, 3223–3227. O’Duill, M. L.; Matsuura, R.; Wang, Y.; Turnbull, J. L.; Gurak, J. A., Jr.; Gao, D.-W.; Lu, G.; Liu, P.; Engle, K. M. “Tridentate Directing Groups Stabilize 6-Membered Palladacycles in Catalytic Alkene Hydrofunctionalization,” J. Am. Chem. Soc. 2017, 139, 15576–15579. Gurak, J. A., Jr.; Engle, K. M. “Regioselective Hydroamination Using a Directed Nucleopalladation/Protodepalladation Approach,” Synlett 2017, 28, 2057–2065. (Invited Synpact). Liu, Z.; Wang, Y.; Wang, Z.; Zeng, T.; Liu, P.; Engle, K. M. “Catalytic Intermolecular Carboamination of Unactivated Alkenes via Directed Aminopalladation,” J. Am. Chem. Soc. 2017, 139, 11261–11270. Derosa, J.†; Tran, V. T.†; Boulous, M. N.; Chen, J. S.; Engle, K. M. “Nickel-Catalyzed β,γ-Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Conjunctive Cross-Coupling,” J. Am. Chem. Soc. 2017, 139, 10657–10660. (†Authors contributed equally). Gurak, J. A., Jr.; Tran, V. T.; Sroda, M. M.; Engle, K. M. “N-Alkylation of 2-Pyridone Derivatives via Palladium(II)-Catalyzed Directed Alkene Hydroamination,” Tetrahedron 2017, 73, 3636–3642. (Special Issue for Ang Li’s TYIA.) Derosa, J.; Cantu, A. L.; Boulous, M. N.; O’Duill, M. L.; Turnbull, J. L.; Liu, Z.; De La Torre, D. M.; Engle, K. M. “Directed Palladium(II)-Catalyzed anti-Hydrochlorination of Unactivated Alkynes with HCl,” J. Am. Chem. Soc. 2017, 139, 5183–5193. Liu, Z.; Zeng, T.; Yang, K. S.; Engle, K. M. “β,γ-Vicinal Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Directed Nucleopalladation,” J. Am. Chem. Soc. 2016, 138, 15122–15125. Yang, K.; Gurak, J. A., Jr.; Liu, Z.; Engle, K. M. “Catalytic, Regioselective Hydrocarbofunctionalization of Unactivated Alkenes with Diverse C–H Nucleophiles,” J. Am. Chem. Soc. 2016, 138, 14705–14712.