The unique spiroxalactone framework of lateriflorone (1) consists of a prenylated dihydrobenzoquinone moiety and a trioxatetracyclotetradecane system. A tandem Claisen rearrangement/Diels–Alder cascade was the key step in the synthesis of the complex tetradecane system, which was then used to prepare 1-O-methyllateriflorone (2).
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Nicolaou et al. (2003) studied this question.
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