N-substituent effect on the cis-trans geometry of nine-membered lactams.
The cis-trans geometry of a nine-membered lactam significantly depends on the N-substituents; N-acyl-1-aza-2-cyclononanones (1a-c) exist as cis form; in contrast, N-Z- 1-aza-2-cyclononanone (1d) exists as trans form both in the crystal and in solution.
Yamada
Shinji
S
Department of Chemistry, Faculty of Science, Ochanomizu University, Bunkyo-ku, Tokyo 112-8610, Japan. yamada@cc.ocha.ac.jp
Homma
Akie
A
D007769:Lactams / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009369:Neoplasms / Q000139:chemically induced; D013329:Structure-Activity Relationship
D007769:Lactams