Total synthesis of jadomycin A and a carbasugar analogue of jadomycin B.

Total synthesis of jadomycin A and a carbasugar analogue of jadomycin B.
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DOI:
10.1002/anie.201005329
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发表时间:
2010-12-03
影响因子:
16.6
通讯作者:
O'Doherty, George A.
O'Doherty, George A.
中科院分区:
化学1区
文献类型:
--
作者:
Shan, Mingde;Sharif, Ehesan U.;O'Doherty, George A.

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Jadomycin A 和 Jadomycin B 的碳糖类似物的首次合成分别通过 6 和 20 个最长的线性步骤实现。糖苷配基的关键环系统是通过6π电子电环闭合和随后的半缩醛胺环闭合制备的。 Jadomycin B 中糖苷键的酸敏感性阻碍了其合成,但导致了卡巴糖类似物的合成。
The first syntheses of Jadomycin A and the carbosugar analogue of Jadomycin B have been achieved in 6 and 20 longest linear steps respectively. The key ring system of the aglycone was prepared by a 6π-electron electrocyclic ring closure and subsequent hemi-aminal ring closure. Acid sensitivity of the glycosidic bond in Jadomycin B precluded its synthesis but led to the synthesis of the carbasugar analogue.
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