
Thomas R. Hoye, PhD
Titles
Education
PhD, Organic Chemistry, Harvard University, Cambridge, MA
MS, Chemistry, Bucknell University, Lewisburg, PA
BS, Chemistry, Bucknell University, Lewisburg, PA
Biography
Expertise
organic chemistry, synthesis, mechanism, structure, NMR, drug delivery, nanoparticles, sustainable polymer synthesis, natural products
Awards & Recognition
- College of Science and Engineering Distinguished Professor (University of Minnesota)
- Cope Scholar Award (American Chemical Society)
- Robert Robinson Award (Royal Society of Chemistry)
- Ernest Guenther Award in Natural Products Chemistry (American Chemical Society)
- Minnesota Award for Outstanding Contributions to the Chemical Sciences (American Chemical Society, Minnesota Section)
- Merck Professor of Chemistry, Morse-Alumni Award for Excellence in Undergraduate Teaching (University of Minnesota)
- Award for Outstanding Contributions to Post-baccalaureate
- Graduate and Professional Education (inaugural year, University of Minnesota)
- Fellow of the Alfred P. Sloan Foundation
Professional Associations
American Chemical Society
Research Summary
A primary emphasis of Professor Hoye's research group is the development of new strategies for natural product total synthesis.
Early contributions included pioneering studies in brominative cyclizations, poly-epoxide cascade reactions, exploitation of symmetry, and development of desymmetrization strategies.
His research interests and their impact are remarkably broad. They include:
- advancing new synthetic methods
- natural product structure determination
- development of new NMR-based strategies for determination of absolute and relative configurations
- in situ (No-D) NMR spectroscopy
- spontaneous reactions as key events in biosynthetic pathways
- organometallic chemistry
- olefin metathesis reactions [including relay ring-closing metathesis (RRCM)]
- peptides and peptidomimetics as antiangiogenic agents
- polymer synthesis
- interfacial polymer reactions and phenomena
- sustainable polymers from renewable resources
- biodiesel production, design of functional block copolymers and nanoparticles for drug delivery
- the silicate prodrug strategy
- molecular electronic phenomena
- discovery of CNS-active and antimalarial natural products
- design of chiral selectors for liquid chromatographic supports
- sea lamprey pheromone chemistry
- development and exploitation of the hexadehydro-Diels–Alder (HDDA) reaction
- the discovery of the pentadehydro-Diels–Alder (PDDA) and photochemical-HDDA reactions
Teaching
Teaching Areas
organic chemistry
Courses
- CHEM 2312H Introductory Honors Laboratory
- CHEM 2331H Introductory Honors Laboratory Lecture
- CHEM 4321/8321 Organic Synthesis
- CHEM 4322/8322 Advanced Organic Chemistry
Publications
- Zhang, J.; Hoye, T. R. Divergent reactivity during the trapping of benzynes by glycidol analogs: ring cleavage via pinacol-like rearrangements vs oxirane fragmentations. Org. Lett. 2019, 21, 2615-2619.
- Shen, H.; Xiao, X.; Hoye, T. R. Benzyne cascade reactions via benzoxetenonium ions and their rearrangements to o-quinone methides. Org. Lett. 2019, 21, 1672-1675.
- Arora, S.; Palani, V.; Hoye, T. R. Reactions of diaziridines with benzynes give n-arylhydrazones. Org. Lett. 2018, 20, 8082-8085.
- Wang, Y.; Zheng, L.; Hoye, T. R. Sulfonamide-trapping reactions of thermally generated benzynes. Org. Lett. 2018, 20, 7145-7148.
- Xiao, X.; Wang, T.; Xu, F.; Hoye, T. R. Cu(I)-mediated bromoalkynylation and hydroalkynylation reactions of unsymmetrical benzynes: complementary modes of addition. Angew. Chem. Int. Ed. Engl. 2018, 57, 16564-16568.