The meliacins (limonoids): minor constituents of Khaya anthotheca: reduction of the meliacins with zinc–copper couple

Autor: D.E.U. Ekong, Joseph I. Okogun, B. Lucas Sondengam
Rok vydání: 1975
Předmět:
Zdroj: J. Chem. Soc., Perkin Trans. 1. :2118-2122
ISSN: 1364-5463
0300-922X
DOI: 10.1039/p19750002118
Popis: The residues collected after isolation of anthothecol from Khaya anthotheca have afforded a new meliacin for which the structure (2b)(11β-acetoxyazadirone) is proposed. In addition, deacetylanthothecol and a sterol mixture shown by g.l.c. to consist of stigmasterol, β-sitosterol, campesterol, cycloeucalenol, and 24-methylenecycloartanol, were isolated. In the course of model experiments with anthothecol aimed at structural correlation with the new compound, zinc–copper couple was found to be a convenient and superior reagent for reduction of epoxides to olefins, αβ-unsaturated ketones to saturated ketones, and ketols and their acetates to ketones, in the meliacin series. By using this reagent new reduction products of anthothecol have been prepared and characterised.
Databáze: OpenAIRE