State Key Laboratory of Medical Chemical Biology, College of Pharmacy, Nankai University, 38 Tongyan Road, Jinnan District, Tianjin, 300350, P. R. China.
Department of Chemistry, University of California, Berkeley, Berkeley, CA, 94720, USA.
Angew Chem Int Ed Engl. 2022 Feb 21;61(9):e202113343. doi: 10.1002/anie.202113343. Epub 2021 Dec 21.
Enantioselective reactions that install functional groups at the positions of unactivated C-H bonds can be envisioned to produce intermediates for the synthesis of the active ingredients in pharmaceuticals and agrochemicals directly from simple feedstocks. Among these C-H bond functionalization reactions, those that form carbon-silicon (C-Si) and carbon-boron (C-B) bonds have been pursued because the products of these reactions can be converted to those containing a wide range of functional groups and because compounds containing silicon and boron possess unique properties that can be valuable for medicinal and materials chemistry. Although the silylation and borylation of C-H bonds have undergone extensive development during the past two decades, enantioselective versions of these reactions were not known until a few years ago. In this Minireview, we present the rapid development of enantioselective silylation and borylation of C-H bonds, with an emphasis on the design and development of the types of chiral ligands needed to achieve these reactions and an intention to inspire an expansion of these types of transformations.
对映选择性反应可以在未活化的 C-H 键位置上安装官能团，从而可以设想直接从简单的原料中生成药物和农用化学品有效成分的合成中间体。在这些 C-H 键官能化反应中，人们一直致力于形成碳-硅 (C-Si) 和碳-硼 (C-B) 键，因为这些反应的产物可以转化为含有广泛官能团的产物，并且含有硅和硼的化合物具有独特的性质，对于药物和材料化学可能具有价值。尽管过去二十年中 C-H 键的硅烷化和硼化反应已经得到了广泛的发展，但直到几年前才知道这些反应的对映选择性版本。在这篇综述中，我们介绍了 C-H 键对映选择性硅烷化和硼化反应的快速发展，重点介绍了实现这些反应所需的手性配体的设计和开发，并希望激发这些类型转化的扩展。
