Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin
Chemoenzymatic Synthesis of Advanced Intermediates for Formal Total Syntheses of Tetrodotoxin
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DOI：
10.1002/anie.201804602
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发表时间：
2018-08-20
影响因子：
16.6
通讯作者：
Hudlicky, Tomas
中科院分区：
文献类型：
--
作者：
Baidilov, Daler;Rycek, Lukas;Hudlicky, Tomas
制备了Fukuyama、Alonso和Sato等人报道的河豚毒素合成的高级中间体。关键步骤包括甲苯双加氧酶介导的碘苯或乙酸苄的二羟基化。得到的二烯二醇经过6步转化为福山的中间体，9步转化为阿隆索的中间体，10步转化为佐藤的中间体。
Advanced intermediates for the syntheses of tetrodotoxin reported by the groups of Fukuyama, Alonso, and Sato were prepared. Key steps include the toluene dioxygenase mediated dihydroxylation of either iodobenzene or benzyl acetate. The resulting diene diols were transformed into Fukuyama's intermediate in six steps, into Alonso's intermediate in nine steps, and into Sato's intermediate in ten steps.