Date of Award:
5-1988
Document Type:
Thesis
Degree Name:
Master of Science (MS)
Department:
Chemistry and Biochemistry
Committee Chair(s)
Daniel L. Comins (Committee Chair)
Committee
Daniel L. Comins
Committee
Joseph G. Morse
Committee
Richard K. Olsen
Abstract
The most efficient and stereoselective total synthesis of (+/-)- lausbine II to date has been achieved. The key steps in this are the copper-mediated conjugate addition reaction of the Grignard reagent of 1-bromo-4-chlorobutane to a dihydropyridone and a stereoselective reduction of a quinolizidinone.
Methodology has been developed for the convenient synthesis of 1-acyl-2-substituted-1,2,5,6-tetrahydropyridines. This was accomplished by adding novel alkylzinc iodides to the 1-acyliminium ion derived from N-phenoxycarbonyl-4-methoxy-1,2,3,4-tetrahydropyridine.
Checksum
959f500c38598b6e4bcef3c63dab2b78
Recommended Citation
Foley, Michael Andrew, "1-Acyldihydropyridones as Synthetic Intermediates" (1988). All Graduate Theses and Dissertations, Spring 1920 to Summer 2023. 7180.
https://digitalcommons.usu.edu/etd/7180
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