The Miharamycins and Amipurimycin: their Structural Revision and the Total Synthesis of the Latter

The Miharamycins and Amipurimycin: their Structural Revision and the Total Synthesis of the Latter
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Miharamycins和Amipurimycin:它们的结构修改和后者的全合成

DOI:
10.1002/ange.201905723
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发表时间:
2019-06
期刊:
Angew. Chem. Int. Ed.
影响因子:
--
通讯作者:
Biao Yu
Biao Yu
中科院分区:
其他
文献类型:
--
作者:
Shengyang Wang;Qingju Zhang;Yachen Zhao;Jiansong Sun;Wenjia Kang;Fei Wang;Haixue Pan;Gongli Tang;Biao Yu

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The structural puzzle of amipurimycin, a peptidyl nucleoside antibiotic, is solved by total synthesis and X‐ray diffraction analysis, with the originally proposed configurations at C3′ and C8′ inverted and those at C6′, C2′′, and C3′′ corrected. A similar structural revision of the relevant miharamycins is proposed via chemical transformations and then validated by X‐ray diffraction analysis. The miharamycins bear an unusualtrans‐fused dioxabicyclo[4.3.0]nonane sugar scaffold, which was previously assigned as being in thecisconfiguration.
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