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[摘要]:An efficient total synthesis of the cytotoxic spiroketal natural products aculeatin A and B is described. The synthesis of the 1,3,5-triol moiety with appropriate configuration was accomplished from the commercially available l-malic acid. The key steps in this synthesis are the Barbier allylation, LiAlH4/LiI-mediated syn-stereoselective 1,3-asymmetric reduction, and phenyliodine bis(trifluoroacetate) (= [bis(trifluoroacetoxy)iodo]benzene; PIFA) mediated oxidative spirocyclization. |
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