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- W2018665441 abstract "Novel Kv1.3 blocking immunosuppressants, (-)-candelalides A, B and C, were efficiently synthesized for the first time in a convergent and unified manner starting from (+)-5-methyl-Wieland-Miescher ketone. The synthetic method involved the following key steps: i) a strategic [2,3]-Wittig rearrangement of a stannylmethyl ether to install the stereogenic center at C9 and the exo-methylene function at C8 present in the decalin portion; ii) a straightforward coupling of a trans-decalin portion (BC ring) and a gamma-pyrone moiety through the C16-C3' bond to assemble the requisite carbon framework; and iii) a construction of a characteristic di or tetrahydropyran ring (A ring) by internal nucleophilic ring closure of a hydroxy aldehyde or a hydroxy epoxide. The present total synthesis has fully established the absolute configuration of these natural products." @default.
- W2018665441 created "2016-06-24" @default.
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- W2018665441 date "2009-02-26" @default.
- W2018665441 modified "2023-09-30" @default.
- W2018665441 title "Enantioselective Total Synthesis of (−)-Candelalides A, B and C: Potential Kv1.3 Blocking Immunosuppressive Agents" @default.
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- W2018665441 doi "https://doi.org/10.1002/chem.200802122" @default.
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