Artemisia triene

Another example of a natural product that undergoes the DPM rearrangement is the artemisia triene 67, which on direct irradiation results the cyclopropane 68 in quantitative yield (Sch. 25) [48]. 

Stimulated by the biogenetic proposal of Bates and Paknikar, several investigators have examined the carbonium ion reactions of chrysanthemyl derivatives 64— 73). Under acidic conditions cleavage of the bond adjacent to the unsaturated side chain in chrysanthemol (16-OH) occurs to give artemisia triene (24), a known monoterpene (64). Thus the allylic stabilization in the transition state for fragmentation... 

Artemisyl, Santoiinyl, Lavandulyl, and Chrysanthemyl Derivatives.—Oxidosan-tolina triene (74) has been isolated from Artemisia tridentata together with (75), the diastereoisomer of a previously reported ester (Vol. 6, p. 20 see Vol. 7, p. 21... 

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