Date Thesis Awarded

4-2016

Document Type

Honors Thesis

Degree Name

Bachelors of Science (BS)

Department

Chemistry

Advisor

Jonathan Scheerer

Committee Member

Christopher Abelt

Committee Member

Elizabeth Harbron

Committee Member

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.

Creative Commons License

Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.

Available for download on Friday, May 03, 2019

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