Assistant Professor, Chemistry
Phone: (239) 745-4335
E-Mail: email@example.com Office: MH 192
Postdoctoral Fellow, Organic Synthesis, The University of Texas at Austin, 2009-2013
Doctor of Philosophy, Organic Chemistry, Johns Hopkins University, 2009
Master of Arts, Chemistry, Johns Hopkins University, 2006
Bachelor of Science, Chemistry, ACS Certified, Rhodes College, 2003
In the Paull labs, our main goal is the development of new asymmetric chemical methods in organic synthesis, and the use of these methods to produce compounds of biological interest. We have several projects with ongoing efforts toward pharmacophores (e.g. chloro- and fluoro-hydrins, lactams, and furans), biomolecules (e.g. terpenes, amino acids), natural product analogues (e.g. based on bromophycolide, resveratrol, isocymobarbatol) and pharmaceutics (SSRIs, cancer and osteoporosis targets). While the synthesis of these new biologics is of utmost importance, the creation of novel synthetic methodology to get there also provides highly useful technology to many thousands of labs around the globe to allow them to make new compounds for their specific uses. To this end, we have several ongoing method development initiatives of broad potential impact to explore new areas of chemical synthesis. These areas are divergent yet synergistic, and each has many potential individual methods of broad utility, targeting many potential biologically important compounds. Our relatively short synthetic sequences will be carried out with an eye towards making simple derivatization easy for broad chemical biology testing and future clinical candidates. Together, these methods will provide rapid access to a great many biomolecules and potential drugs.
A central effort in our labs revolves around emerging high-valent palladium catalysis. Palladium is fast becoming one of the most versatile metals for organic synthesis, and we are developing new uses for this amazing catalyst. Specifically, we are interested in the ability of chiral Pd complexes (and those of similar metals Ni, Pt, and Au) to activate olefins (C=C pi-bonds) toward reaction with nucleophiles of various types, including pi-donors, halogens, and O- and N-compounds. These reactions mimic certain biological processes and attempt to become as efficient in rapid functionalization as possible, using only 0.1–1 mol% relative to the reagents while creating several stereocenters simultaneously.
Another initiative is the development new chemical methods that bridge the gap between difficult industrial reactions and green laboratory synthesis by utilizing novel solid-phase (SP) catalytic variations of well-known industrial processes. We are designing SP catalysts that have the potential to perform difficult synthetic reactions under normal laboratory conditions with easily recoverable, reusable solid-supported metallic catalysts. These green processes have the potential to positively impact many industrial processes, as well as many thousands of small laboratories endeavoring to make simple organics for biological testing (including ours!). Lastly, we are also designing new organocatalytic methods for alpha-functionalization of carbonyl derivatives. This project addresses missing links in organocatalysis and attempts to fill those gaps with useful, simple methods by altering known organotechnology to work in new areas.
Prof. Arsalan Mirjafari (FGCU Department of Chemistry and Physics); solid-phase catalysis
Prof. Lyndsay Rhodes (FGCU Department of Biological Sciences); targets for treatment of osteoporosis and other areas of bone health, diet, and obesity
Prof. Gregory Boyce (FGCU Department of Chemistry and Physics); organocatalytic reactions
Selected Publications(from 18 total; citations as of Feb 2015)
Paull, D. H.; Fang, C.; Donald, J. R.; Pansick, A.; Martin, S. F. “Bifunctional Catalyst Promotes Highly Enantioselective Bromolactonizations to Generate Stereogenic C–Br Bonds”
J. Am. Chem. Soc. 2012, 134(27), 11128–11131. (Citations: 60) Linked Paull, D. H.; Scerba, M. T.; Alden-Danforth, E.; Widger, L. R.; Lectka, T. “Catalytic, Asymmetric alpha-Fluorination of Acid Chlorides: Dual Metal–Ketene Enolate Activation”
J. Am. Chem. Soc. 2008, 130(51), 17260–17261. (Citations: 56) Linked Paull, D. H.; Alden-Danforth, E.; Wolfer, J.; Dogo-Isonagie, C.; Abraham, C. J.; Lectka, T. “An Asymmetric, Bifunctional Catalytic Approach to Non-Natural alpha-Amino Acid Derivatives”
J. Org. Chem. 2007, 72(14), 5380–5382. (Citations: 23) Linked Halden, R. U.; Paull, D. H. “Co-Occurrence of Triclocarban and Triclosan in U.S. Water Resources”
Environ. Sci. Technol. 2005, 39(6), 1420–1426. (Citations: 225) Linked
Paull, D. H.; Weatherwax, A.; Lectka, T. “Catalytic, Asymmetric Reactions of Ketenes and Ketene Enolates”
Tetrahedron 2009, 65(34), 6771–6803. (Citations: 77) Linked Paull, D. H.; Abraham, C. J.; Scerba, M. T.; Alden-Danforth, E.; Lectka, T. “Bifunctional Asymmetric Catalysis: Cooperative Lewis Acid/Base Systems”
Acc. Chem. Res. 2008, 41(5), 655–663. (Citations: 190) Linked
“Vicinal Difunctionalization of C=C Double Bonds.” Talk given at: (a) ACS Conference, Aug 2013; (b) FGCU, Jan 2014; (c) Coker College, Jan 2014; (d) Manhattan College, Feb 2014
“Enantioselective, Bifunctional Catalysis of Halolactonizations, and the Formal Total Synthesis of Stemofoline.” Talk given at
The Lieber Institute of JHMI, June 7, 2013. “Bifunctional Asymmetric Catalysis of Ketene Reactions; Methodology and Target Synthesis.” Talk given at: (a) MIT, 4/6/2009; (b) UT-Austin, 4/17/2009; (c) JHU, 6/17/2009.
“Resveratrol: Discovering the Miracle-Drug Antioxidant of Red Wine.” Talk given at: (a) Johns Hopkins University, November 12, 2008; (b)
The University of Texas at Austin, 9/6/2011.
NIH Equipment Utilization Project, $45,000, beginning 2014
NIH Postdoctoral Fellowship, $107,000 (F32-GM31077), 24 mo. 2011 - 2012
Eugene W. and Susan C. Zeltmann Fellowship, $66,000, 12 mo. 2008 – 2009
Full Curriculum Vitae