- FORMAL TOTAL SYNTHESIS OF β-PIPITZOL
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(+/-)-O-methylperezone (1b) was obtained by selective oxidative demethylation of (+/-)-leucoperezone trimethyl ether (4a).Compound (4a) was prepared by condensation of 2,3,5-trimethoxytoluene (5e) with 6-methyl-5-heptene-2-one, followed by reductive removal of the tertiary alcohol.The aromatic precursor 5e was prepared in four steps from 2,3-dimethoxytoluene (5a) and, alternatively, in three steps from 5-bromoveratraldehyde (6a).Racemic 1b and 4a were directly compared with the optically active molecules prepared from natural R(-)-perezone (1a).
- Sanchez, Ignacio H.,Larraza, Maria Isabel,Basurto, Fernando,Yanez, Ricardo,Avila, Salvador,et al.
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p. 2355 - 2359
(2007/10/02)
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