Abstract
In continuation of our studies in the field of monoand bicyclic sesquiterpene γ-lactones [1–3], we examined reactions of guaianolide (–)-estafiatin (I) isolated from noble yarrow (Achillea nobilis L.) with such acidic reagents as boron trifluoride–diethyl ether complex and magnesium bromide. The reaction of I with BF3 · Et2O in THF at room temperature afforded a mixture of ketone II and allylic alcohol III in 56 and 40% yield, respectively. Compounds II and III were isolated previously from plant sources and are known as guaianolides, estafiatone and isozaluzanin C, which exhibit pronounced antitumor activity [4, 5].
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