Year 2007, Month 12 (Section Full Articles, Page 2460)
Polyalkoxybenzenes from plant sources 2.* Synthesis of isoxazoline analogs of combretastatin from natural allyl(methylenedioxy)methoxybenzenes
D. V. Tsyganov, A. P. Yakubov, L. D. Konyushkin, S. I. Firgang, and V. V. Semenov
A series of analogs of the natural mitostatic agent combretastatin were synthesized by the reaction of nitrile oxides with natural allylbenzenes, such as myristicin, apiol, and dillapiol. The 1,3-dipolar cycloaddition reactions in allylic systems proceed regiospecifically. The reactions with trans isomers of propenylbenzenes, viz., isomyristicin, isoapiol, and isodillapiol, as dipolarophiles produce regioisomers.
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