
Journal of Organic Chemistry p. 4863 - 4873 (1981)
Update date:2022-09-26
Topics:
Ireland, Robert E.
Thompson, Wayne J.
Srouji, Gabriel H.
Etter, Rolf
A synthesis of the "bottom half" of the antibiotic aglycon chlorothricolide (1) is described.Compound 1 was prepared in 13 steps from the readily available hydrobenzsuberone system 8; the process entails the stereoselective conjugate addition of <4-(benzyloxy)butyl>magnesium bromide to form the C ring.Union of the "top" and bottom" halves and decarbonylation of the derived aldehyde are explored.
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