Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis
Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis
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DOI：
10.1021/acs.joc.0c00720
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发表时间：
2020-06-19
影响因子：
3.6
通讯作者：
Walczak, Maciej A.
中科院分区：
文献类型：
--
作者：
Miller, Eric M.;Walczak, Maciej A.
介绍了硼酸酯缩醛化的一种方法。该反应由铜催化，并且条件被证明是温和的，并且适合于各种官能团。我们将Chan-Lam偶联反应扩展到包括C（sp（3））亲核试剂，并将它们转化为相应的缩醛。该方法允许具有反应性酸敏感官能团的底物的正交缩醛化。
A protocol for the acetalization of boronic esters is described. The reaction is catalyzed by copper, and the conditions proved to be mild and were amenable to a variety of functional groups. We expanded the Chan-Lam coupling to include C(sp(3)) nucleophiles and converted them into corresponding acetals. This method allows for the orthogonal acetalization of substrates with reactive, acid-sensitive functional groups.