A Dynamic Thermodynamic Resolution Strategy for the Stereocontrolled Synthesis of Streptonigrin

A Dynamic Thermodynamic Resolution Strategy for the Stereocontrolled Synthesis of Streptonigrin
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链黑素立体控制合成的动态热力学拆分策略

DOI:
10.1002/ange.202213692
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发表时间:
2022
期刊:
影响因子:
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通讯作者:
Valdez Pérez L
Valdez Pérez L
中科院分区:
--
文献类型:
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作者:
Valdez Pérez L

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我们报道,可以通过联醇介导的动态热力学拆分过程控制对映选择性来生成轴向手性联芳基硼酸酯。通过碳硼键的立体保留功能化,这些中间体可以发展为对映体富集的产品。最后,我们利用该方法首次高度立体选择性全合成β-链黑素。
We report that axially chiral biaryl boronic esters can be generated with control of atroposelectivity by a Binol‐mediated dynamic thermodynamic resolution process. These intermediates can be progressed to enantioenriched products through stereoretentive functionalization of the carbon–boron bond. Finally, we have exploited this method in the first highly stereoselective total synthesis ofP‐streptonigrin.