Dr. John Gupton

Dr. John Gupton received a B.S. degree in Chemistry from Virginia Military Institute in 1967, and M.S. and Ph.D. degrees in Chemistry from the Georgia Institute of Technology in 1969 and 1975, respectively. From 1969-72 he served in the U.S. Air Force during the Vietnam War. His academic experience includes the University of Central Florida and the University of North Carolina at Asheville. He joined the faculty of the University of Richmond in 1999 as a Professor of Chemistry. Dr. Gupton has over 90 publications and has been awarded research grants from the American Chemical Society-Petroleum Research Fund, the Jeffress Memorial Trust, the National Institutes of Health, the Camille and Henry Dreyfus Foundation, the National Science Foundation and a number of chemical companies. Over the last 30 years, he has worked with in excess of 100 undergraduate research students and they have been coauthors on the majority of his 95 publications.

The "trinity of research goals" of the Gupton Research Group centers around 1) developing and understanding new and novel reactions of vinylogous iminium salts; 2) modifying these vinylogous iminium salts with unique substituents and understanding the resulting reactivity; and 3) taking the information learned in categories 1) and 2) and applying it to the preparation of biologically important compounds, which in some instances may be natural products. The underlying theme in these three goals is the demonstration that vinylogous iminium salts are versatile intermediates for construction of biologically significant heterocyclic systems.

Professor Gupton was named as the recipient of the 2008 ACS National Award for Research at an Undergraduate Institution and the 2008 Council on Undergraduate Research Fellows National Award. These awards recognize research that constitutes advances in science as evidenced by refereed publications with undergraduate coauthors in leading scientific research journals, external research grant support, and the subsequent professional development of students who have participated in the research program. These awards are given for significant work over a long period of time.

"Undergraduate Research in Organic Synthesis: From Vinylogous
Iminium Salts to Marine Natural Products"

At many institutions the research experience for undergraduates continues to be the capstone opportunity for those students who have chosen the sciences as their career path. Project selection, effective mentoring, and appropriate training along with presentation and publication of results are significant factors in this enterprise. The Gupton Research Group, which has been primarily composed of undergraduate students over the last 30 years, has been interested in studying vinylogous iminium salts as building blocks for the construction of biologically significant, heterocyclic compounds, some of which occur in nature. A general overview of the role and nature of undergraduate research will be presented in this talk along with specific examples of new chemistry developed by undergraduate students in the Gupton group. The biological importance of new and novel compounds resulting from this research program will also be presented.