Document Type
Thesis
Date of Award
5-31-1988
Degree Name
Master of Science in Chemistry - (M.S.)
Department
Chemical Engineering, Chemistry and Environmental Science
First Advisor
Arthur Greenberg
Second Advisor
Carol A. Venanzi
Third Advisor
Barbara B. Kebbekus
Abstract
While 1-Azabicyclo(3,3,1)nonan-2-one was originally thought to be difficult to synthesize, two different methods (DCC and di-n-butyltin oxide) will produce it with high yield. DCC is a strong reagent for absorbing water; the di-n-butyltin oxide method uses a Dean-Stark to remove water and is very useful. Bredt's rule influences the synthesis and stability of the N-bridgehead bicyclic lactams, this is apparent in the lactam series in the behavior of the (2,2,2) compounds and the (3,2,1) compound which we tried unsuccessfully to synthesize.
Recommended Citation
Tu, Quansing, "Synthesis of strained bridgehead lactams" (1988). Theses. 1985.
https://digitalcommons.njit.edu/theses/1985
