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Enantiospecific Synthesis of the Cubitane Skeleton

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NIAID Data Ecosystem2026-03-06 收录
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https://figshare.com/articles/dataset/Enantiospecific_Synthesis_of_the_Cubitane_Skeleton/2790862
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The fully substituted 12-membered macrocycle of the cubitane-type diterpenoids has been assembled in an enantioselective manner following a novel “bridge-and-cut” strategy. Hydroxyalkylation of (S)-carvone afforded a carvonylgeraniol, which underwent transannular cyclization on treatment with samarium diiodide in THF. Fragmentation of one of the shorter bridges of the resulting [8.2.2]bicycle liberated the 12-membered ring with the desired cis-arrangement of the isopropenyl side chains.
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2010-02-19
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