- The synthesis of ventilone A
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2-Amino-3,6-dimethoxy-4,5-methylenedioxybenzoic acid (12) was prepared from 1,4-dimethoxy-2,3-methylenedioxybenzene (8) via the isatin (11). The benzyne generated from (12) was intercepted with 3-acetyl-2-ethoxy-4-[(4-methoxyphenoxy)methyl]furan (4) to give the naphthol (27), which on treatment with ceric ammonium nitrate gave the dimethyl ether of ventilone A (29). Demethylation with boron tribromide then afforded ventilone A (1). CSIRO 2000.
- Piggott, Matthew J.,Wege, Dieter
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p. 749 - 754
(2007/10/03)
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