α-Boryl Organometallic Reagents in Catalytic Asymmetric Synthesis.

α-Boryl Organometallic Reagents in Catalytic Asymmetric Synthesis.
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α-硼基有机试剂在催化不对称合成中的应用

DOI:
10.1021/acscatal.1c02496
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发表时间:
2021-08-20
期刊:
影响因子:
12.9
通讯作者:
Morken, James P.
Morken, James P.
中科院分区:
化学1区
文献类型:
--
作者:
Zhang, Chenlong;Hu, Weipeng;Morken, James P.

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近年来,α-硼基有机金属试剂作为多功能的亲核试剂在不对称合成中越来越受欢迎。这些化合物已被采用在化学和立体选择性偶联反应与许多不同的亲电试剂。所得的对映体富集的硼酸酯可应用于立体特异性碳-碳或碳-杂原子键构建反应中,使得能够以高效率和官能团相容性构建复杂结构的两步策略。由于这些原因,人们在对映体富集的α-硼基有机金属试剂的制备以及相关外消旋或前手性物质的立体选择性反应的发展方面付出了巨大的努力。本文综述了以α-硼基有机金属试剂为原料或产物的对映体或非对映体选择性反应,并展示了它们的合成应用。
Recent years have witnessed an increase in the popularity of α-boryl organometallic reagents as versatile nucleophiles in asymmetric synthesis. These compounds have been adopted in chemo- and stereoselective coupling reactions with a number of different electrophiles. The resulting enantioenriched boronic esters can be applied in stereospecific carbon-carbon or carbon-heteroatom bond construction reactions, enabling a two-step strategy for the construction of complex structures with high efficiency and functional group compatibility. Due to these reasons, tremendous effort has been devoted to the preparation of enantiomerically enriched α-boryl organometallic reagents and to the development of stereoselective reactions of related racemic or prochiral materials. In this review, we describe the enantio- or diastereoselective reactions that involve α-boryl organometallic reagents as starting materials or products and we showcase their synthetic utility.
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