Date of Award:
Master of Science (MS)
Chemistry and Biochemistry
Daniel L. Comins
Joseph G. Morse
Richard K. Olsen
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 Nphenoxycarbonyl-4-methoxy-1, 2, 3, 4-tetrahydropyridine.
Foley, Michael Andrew, "1-Acyldihydropyridones as Synthetic Intermediates" (1988). All Graduate Theses and Dissertations. 7180.
Copyright for this work is retained by the student. If you have any questions regarding the inclusion of this work in the Digital Commons, please email us at .