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Intramolecular Diels−Alder reaction of dienyne 14 afforded naphthopyran 18 which underwent 1,4-addition of methyl copper reagent to give the functionalized tricyclic system of forskolin 17 . The synthesis of dienyne 14 is based on a stereoselective introduction of carbon side chains at C(1) and C(2) of tri- O -acetyl- d -galactal via C-Ferrier followed by Claisen−Ireland rearrangements.
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Hanna et al. (1997) studied this question.
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