Date Awarded
2024
Document Type
Thesis
Degree Name
Master of Science (M.Sc.)
Department
Chemistry
Advisor
Jonathan R Scheerer
Committee Member
Christopher J Abelt
Committee Member
Deborah C Bebout
Abstract
This study investigates the synthetic sequence for the preparation of onychine, a natural product with antifungal activity. The scaffold is accessed through an azafluorenone intermediate prepared by a Diels-Alder/retro-Diels-Alder cycloaddition/cycloreversion of a ninhydrin-derived 1,2,4-triazine precursor. Downstream elaboration towards the alkaloid core structure is made through complementary condensation and aromatic nucleophilic substitution (SNAr) strategies.
DOI
https://dx.doi.org/10.21220/s2-r4ps-4c89
Rights
© The Author
Recommended Citation
Lehman, Victoria, "Synthesis Of Onychine By Cycloaddition/Cycloreversion Of An Intermediate 1,2,4-Triazine" (2024). Dissertations, Theses, and Masters Projects. William & Mary. Paper 1717521631.
https://dx.doi.org/10.21220/s2-r4ps-4c89
