Date Thesis Awarded
4-2016
Access Type
Honors Thesis -- Access Restricted On-Campus Only
Degree Name
Bachelors of Science (BS)
Department
Chemistry
Advisor
Jonathan Scheerer
Committee Members
Christopher Abelt
Elizabeth Harbron
Oliver Kerscher
Abstract
This thesis explores oxazinone and pyrazinone intermediates in the merged Diels-Alder and retro-Diels-Alder strategies for the synthesis of substituted pyridines. Dihydrooxazinone substrates are prepared and investigated in a domino reaction sequence that comprises an aldol condensation, alkene isomerization, Diels-Alder, and retro-Diels-Alder reaction. Preliminary efforts intended to expand the reaction scope to include aliphatic aldehydes are included and potentially applicable to the synthesis of guaipyridine alkaloids including the rupestines.
Recommended Citation
Williamson, Jill, "Domino Reactions Involving Merged Cycloaddition and Cycloreversion Processes Affording Pyridine Products" (2016). Undergraduate Honors Theses. William & Mary. Paper 980.
https://scholarworks.wm.edu/honorstheses/980
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.
