Jeffrey L. Gustafson
Assistant Professor, Organic Chemistry
office: CSL 208
- B.S., Chemistry; San Diego State University, 2006
- Ph.D., Organic Chemistry; Yale University, 2011
- NIH Postdoctoral Fellow; Yale University, 2011-2013
Research in the Gustafson group strives to apply innovative chemical strategies towards complex biological problems. Ongoing projects focus on three main areas (a) The development of chemical methodologies that enable the enantioselective synthesis of complex molecules; (b) The application of these methodologies to access new selective small molecule probes pertaining to aberrant protein phosphorylation; and (c) The design, synthesis and evaluation of small molecule vanadate complexes as phosphatase inhibitors.
Graduate students who join my lab will receive a thorough training in organic chemistry (i.e. asymmetric catalysis, organic synthesis, medicinal chemistry). Cutting edge analytical techniques such as NMR spectroscopy and HPLC will be constantly utilized to analyze each reaction. Additionally, the interdisciplinary nature of this research will expose graduate students to diverse techniques from other disciplines such as molecular biology (recombinant protein synthesis and purification, Western blot analysis) and biochemistry (in vitro inhibition assays). As time progresses gifted students will be able to emphasize any or all of these areas depending on their interests. As a new faculty member I am actively recruiting talented Masters and Ph.D. students to join my lab.
As an alumnus of SDSU who has greatly benefitted from participating in undergraduate research, I understand the vital importance of these endeavors towards the career advancement of SDSU students, and thus enthusiastically encourage talented undergraduates to perform research in my laboratory.
Selected publications at SDSU :(in reverse chronological order)
- "A conjugate Lewis base-Bronsted acid catalyst for the sulfenylation of nitrogen containing heterocycles under mild conditions" Nalbandian, C.; Miller, E.; Toenjes, S.; Gustafson, J. L. Chem. Commun. 2017, doi: 10.1039/C6CC09998J
- "The Catalyst Controlled Regiodivergent Chlorination of Phenols" Maddox, S. M.; Dinh, A,N.; Armenta, F.; Um, J.; Gustafson, J. Org. Lett. 2016, ASAP, doi: 10.1021/acs.orglett.6b0265.
- "Enhancing the selectivity of kinase inhibitors in oncology: A Chemical Biology Perspective" Maddox, S. M.; Hecht, D. E.; Gustafson, J. L. Future Med. Chem. 2016, 8, 241-244. doi: abs/10.4155/fmc.15.193
- "The preorganization of Atropisomers to Increase target Selectivity" Nalbandian, C. J.; Hecht, D. E.; Gustafson, J. L.; Syn. Lett. 2016, 27, 977-983. doi: 10.1055/s-0035-1561314
- "Exploiting Atropisomerism to Increase the Target Selectivity of Kinase Inhibitors" Smith, D. E.; Marquez, I.; Lokensgard, M.; Rheingold, A. L, Hecht, D.; Gustafson, Jeffrey L. Angew. Chem. Int. Ed., 2015, 54, 11754-11759. doi:10.1002/anie.201506085
- A Practical Lewis Base Catalyzed Electrophilic Chlorination of Arenes and Heterocycles. Maddox, S. M.; Nalbandian, C. J.; Smith, D. E.; Gustafson, J. L. Org. Lett. 2015, 17, 1042-1045. doi:10.1021/acs.orglett.5b00186.
- Catalysis by electrons and holes: formal potential scales and preparative organic electrochemistry. Luca, Oana R.; Gustafson, Jeffrey L.; Maddox, Sean M.; Fenwick, Aidan Q.; Smith, Daryl C. Org. Chem. Front., 2015, (in press). doi:10.1039/C5QO00075K
Selected publications before SDSU:
- Dynamic Kinetic Resolution of Biaryl Atropisomers via Peptide-Catalyzed Bromination. Gustafson, J. L.; Lim, D.; Miller, S. J. Science 2010, 328, 1251-1255.
- Synthesis of Atropisomerically Defined, Highly Substituted Biaryl Scaffolds through Catalytic Enantioselective Bromination and Regioselective Cross-Coupling. Gustafson, J. L.; Lim, D.; Barrett, K.; Miller, S. J. Angew. Chem. Int. Ed. 2011, 50, 5025-5029.
- Linear Free Energy Relationship Analysis of a Catalytic Desymmetrization of Diarylmethane-Bis(phenol). Gustafson, J. L.; Sigman, M. S.; Miller, S. J. Org. Lett. 2010. 12, 2794-2797.
- Small Molecule Inhibitors of the Interaction Between the E3 Ligase VHL and HIF1α Buckley, D. L.; Gustafson, J. L.; Van Molle, I.; Roth, A. G.; Tae, H.S.; Gareiss, P.C.; Jorgensen, W. L.; Ciulli, A.; Crews, C. M. Angew. Chem. Int. Ed. 2012, 51, 11463-11467.
- Extensive Isomerization of Alkenes using a Bifunctional Catalyst: An Alkene Zipper. Grotjahn, D. B.; Larsen, C. R.; Gustafson, J. L.; Nair, R.; Sharma, A. J. Am. Chem. Soc. 2007, 129, 9592-9593.