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 elimina...

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Veröffentlicht in:	Chemical & Pharmaceutical Bulletin 2005, Vol.53(3), pp.267-270
Hauptverfasser:	Shen, Xiang-Li, Wang, Feng-Peng
Format:	Artikel
Sprache:	eng
Schlagworte:	acetyllycoctonine Aconitine - analogs & derivatives Aconitine - chemistry Aconitine - metabolism C19-diterpenoid alkaloid Chlorobenzoates - chemistry N-oxidation Oxidants - chemistry oxidation involving nitrogen atom
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Beschreibung
Zusammenfassung:	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.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.53.267