A further chemovariety of Myoporum deserti A. Cunn. yields an essential oil consisting predominantly of theiridoid hemiacetal esters, (+)-(I R)-and (-)-(1s)-1-acetoxymyodesert-3-ene. Hydrolysis of either ester yields (1S,2R,5R,1'~)-2-(1'-formylethyl)-5-methylcyclopentane-l-carbaldehyde and acetic acid or, in the presence of Brady's reagent, the bis-2,4-dinitrophenylhydrazone of the 1 Repimer. The stereochemistry at C 1 of the esters follows from the close correlations in 'H and 13C n.m.r. spectra and 0.r.d. curves of the (-)-ester and the ether (-)-(1R)-1-methoxymyodesert-3-ene. Hydrogenation of the esters in methanol yields mainly myodesertan, (4s)-myodesertan, (1R)-1methoxymyodesertan and (lR, 4s)-1-methoxymyodesertan and usually no acetates. Acetolysis of (1R)-1-methoxymyodesertan even under mild conditions yields (lR, 7aS)-and (IS, 7aS)-1-acetoxymyodesertan with trans rather than cis ring junctions.In 1966, Park and Sutherland briefly reportedi that the essentiai oil from some specimens of the stock-poisoning shrub, Myopovum desevti A. Cunn growing near Mitchell, Qld. differed from others2-' in yielding dialdehyde (la)' and a substance, b.p. 84' 11 mm, for which a plane structure similar to that of nepetalactone (2) was suggested. An iridoid acetal, (-)-(1R)-1-methoxymyodesert-3-ene (3) which readily *
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