jadomycin A 的全合成及 jadomycin B 的碳环糖类似物。
Total synthesis of jadomycin A and a carbasugar analogue of jadomycin B.
机构信息
Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA.
出版信息
Angew Chem Int Ed Engl. 2010 Dec 3;49(49):9492-5. doi: 10.1002/anie.201005329.
Abstract
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.
摘要
Jadomycin A 和 Jadomycin B 的碳糖类似物的首次全合成分别通过 6 步和 20 步最长线性步骤实现。糖苷配基的关键环系通过 6π-电子电环化环合和随后的半缩醛环合来制备。Jadomycin B 中糖苷键的酸敏感性使其无法合成，但导致了碳糖类似物的合成。
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