The ABD-ring of phomactin A was synthesized using an intramolecular formal oxa-[3 + 3] cycloaddion of an alpha,beta-unsaturated iminium salt tethered to a 1,3-diketone. This represents the first time that the 12-membered ring has been formed simultaneously with the 1-oxadecalin and should afford a facile route to the challenging structure of phomactin A. [reaction: see text]
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Cole et al. (2003) studied this question.
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