Beyond Carbon: Enantioselective and Enantiospecific Reactions with Catalytically Generated Boryl- and Silylcopper Intermediates
Beyond Carbon: Enantioselective and Enantiospecific Reactions with Catalytically Generated Boryl- and Silylcopper Intermediates
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DOI：
10.1021/acscentsci.0c00738
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发表时间：
2020-07-22
影响因子：
18.2
通讯作者：
Oestreich, Martin
中科院分区：
文献类型：
--
作者：
Xue, Weichao;Oestreich, Martin
以烷基铜中间体作为碳亲核试剂催化不对称C-C键形成现在是教科书化学。与硼和硅亲核试剂相关的化学研究多年来一直不发达，直到最近才出现。亲核试剂催化再生了亲核试剂中的硼基和相应的硅铜中间体。在过去的十年中，采用这些主族元素作为亲核试剂的不对称铜催化迅速发展成为一个巨大的领域，其对映选择性C-B和C-Si成键反应的广度令人印象深刻。硼和硅在元素周期表上的共同邻居——碳，就其目前的技术水平而言，无需回避与之进行比较。本展望并不打算详细总结这些多方面的进展。它的目的是提供一个简短的概念总结，是什么构成了最新的令人兴奋的进展的基础，特别是在三组分反应和交叉偶联反应领域。
Catalytic asymmetric C-C bond formation with alkylcopper intermediates as carbon nucleophiles is now textbook chemistry. Related chemistry with boron and silicon nucleophiles where the boryl- and accordingly silylcopper intermediates are catalytically regenerated from bench-stable pronucleophiles had been underdeveloped for years or did not even exist until recently. Over the past decade, asymmetric copper catalysis employing those main-group elements as nucleophiles rapidly transformed into a huge field in its own right with an impressive breadth of enantioselective C-B and C-Si bond-forming reactions, respectively. Its current state of the art does not have to shy away from comparison with that of boron's and silicon's common neighbor in the periodic table, carbon. This Outlook is not meant to be a detailed summary of those manifold advances. It rather aims at providing a brief conceptual summary of what forms the basis of the latest exciting progress, especially in the area of three-component reactions and cross-coupling reactions.