Synthesis of Cardiac Glycoside Analogs by Catalyst-Controlled, Regioselective Glycosylation of Digitoxin

Synthesis of Cardiac Glycoside Analogs by Catalyst-Controlled, Regioselective Glycosylation of Digitoxin
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DOI:
10.1021/ol4003042
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发表时间:
2013-03-15
期刊:
影响因子:
5.2
通讯作者:
Taylor, Mark S.
Taylor, Mark S.
中科院分区:
化学1区
文献类型:
--
作者:
Beale, Thomas M.;Taylor, Mark S.

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强心苷天然产物洋地黄毒苷使用硼酸衍生的催化剂在其五个羟基中的一个上选择性地糖基化。该方法提供了从洋地黄的天然产物的一个亚类的糖基化模式特征的访问。糖基供体的变化是耐受的,使得能够从容易获得的材料合成新的强心苷类似物。
The cardiac glycoside natural product digitoxin was selectively glycosylated at one of its five hydroxyl groups using a borinic acid derived catalyst. This method provided access to the glycosylation pattern characteristic of a subclass of natural products from Digitalis purpurea. Variation of the glycosyl donor was tolerated, enabling the synthesis of novel cardiac glycoside analogs from readily available materials.