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Synthesis from L-menthol of optically active macrolides with N-containing (azine or hydrazide) groups
- Ishmuratov, G. Yu., Mingaleeva, G. R., Yakovleva, M. P., Muslukhov, R. R., Vyrypaev, E. M., Galkin, E. G., Tolstikov, A. G.
- Chemistry of natural compounds 2009 v.45 no.4 pp. 470-473
- hydrazine, macrolides, malonic acid, temperature
- Potentially useful 15- and 20-membered macrolides containing azine or hydrazide groups were synthesized from L-menthol via [1+1]-condensation at room temperature of 3R,7-dimethyl-6-oxooctyl-3R,7-dimethyl-6-oxooctanoate, which was obtained from 3R,7-dimethyl-6-oxooctanal via a Tishchenko reaction, with hydrazine hydrate or malonic acid dihydrazide.