mCPBA oxidation of acetyllycoctonine and its new products.
Treatment of a lycoctonine-type alkaloid acetyllycoctonine (4) with mCPBA at room temperature led to acetyllycoctonine N-oxide (5) as the major product together with other interesting compounds 6-12 as the minor products, which were derived from oxidation involving the nitrogen atom and Cope elimination as well as Polonovski-like fragmentation. All of those new compounds (5-12) were fully characterized.
Shen
Xiang-Li
XL
Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, Chengdu, PR China.
Wang
Feng-Peng
FP
D000157:Aconitine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D002723:Chlorobenzoates / Q000737:chemistry*; D016877:Oxidants / Q000737:chemistry*
D002723:Chlorobenzoates; D016877:Oxidants; C093992:lycoctonine; C000433:3-chloroperbenzoic acid; D000157:Aconitine