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  • Title: Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent.
    Author: Watanabe K, Iwasaki K, Abe T, Inoue M, Ohkubo K, Suzuki T, Katoh T.
    Journal: Org Lett; 2005 Aug 18; 7(17):3745-8. PubMed ID: 16092865.
    Abstract:
    A convergent route to (-)-candelalide A involved the union of a trans-decalin portion (AB ring) and a gamma-pyrone moiety through the C16-C3' bond to assemble the whole carbon framework and subsequent formation of the dihydropyran ring (C ring) as the crucial steps. A strategic [2,3]-Wittig rearrangement was employed for establishing the stereogenic center at C9 and an exo-methylene function at C8 present in the decalin portion. [reaction: see text]
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