A convenient preparation of the side-chain lactone ring of a withanolide precursor

Condensation of C 22 and C 21 steroidal aldehydes with ethyl 4,6-dimethyl-2-oxo-2 H-pyran-5-carboxylate 1 in alkaline medium, followed by decarboxylation, provides a simple route to the α, β-unsaturated side-chain δ-lactone synthesis for a classical withanolide precursor.

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Bibliographische Detailangaben
Veröffentlicht in:	Steroids 1989-09, Vol.54 (3), p.313-320
Hauptverfasser:	Maione, Anna M., Romeo, Aurelio, Casinovi, Carlo G.
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes Analytical, structural and metabolic biochemistry Biological and medical sciences Chemical Phenomena Chemistry Ergosterol - analogs & derivatives Fundamental and applied biological sciences. Psychology Glutarates Hydroxides Other biological molecules Potassium Potassium Compounds Pyrones Terpenes, steroids. Hormones Withanolides
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Beschreibung
Zusammenfassung:	Condensation of C 22 and C 21 steroidal aldehydes with ethyl 4,6-dimethyl-2-oxo-2 H-pyran-5-carboxylate 1 in alkaline medium, followed by decarboxylation, provides a simple route to the α, β-unsaturated side-chain δ-lactone synthesis for a classical withanolide precursor.
ISSN:	0039-128X 1878-5867
DOI:	10.1016/0039-128X(89)90005-6