Direct Aldol Strategy in Enantioselective Total Synthesis of Thuggacin B
Direct Aldol Strategy in Enantioselective Total Synthesis of Thuggacin B
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DOI：
10.1002/chem.201304297
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发表时间：
2014-01-03
影响因子：
4.3
通讯作者：
Shibasaki, Masakatsu
中科院分区：
文献类型：
--
作者：
Matsuzawa, Akinobu;Opie, Christopher R.;Shibasaki, Masakatsu
报道了一种对结核分枝杆菌具有抗菌活性的天然产物thuggacinB的对映选择性全合成方法。Cu和Zn催化剂促进的不对称直接Aldol反应在构建四个立体中心中起着关键作用。使用直接羟醛缩合反应作为合成两个关键片段的初始步骤，允许通过手性转移构建其他立体中心。
An enantioselective total synthesis of thuggacinB, a natural product exhibiting antibiotic activity against Mycobacterium tuberculosis, is described. Asymmetric direct aldol reactions promoted by Cu and Zn catalysts play a pivotal role in constructing four stereogenic centers. The use of direct aldol reactions as the initial steps for the synthesis of two key fragments allowed the construction of the other stereogenic centers through chirality transfer.