Domino Reactions Involving Merged Cycloaddition and Cycloreversion Processes Affording Pyridine Products
Date Thesis Awarded
Honors Thesis -- Access Restricted On-Campus Only
Bachelors of Science (BS)
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.
Williamson, Jill, "Domino Reactions Involving Merged Cycloaddition and Cycloreversion Processes Affording Pyridine Products" (2016). Undergraduate Honors Theses. William & Mary. Paper 980.
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