The application and development of cyanating reagents in asymmetric cyanation reactions

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-03-25 DOI:10.1016/j.tetlet.2025.155549
Ruirui Hua , Chukai Shao , Fu-Xue Chen
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Abstract

Chiral nitriles are not only widely found in pharmaceutical and agricultural compounds, but also serve as important intermediates in organic synthesis. Traditional methods to synthesize nitriles involve the use of simple cyanating reagents such as sodium cyanide, potassium cyanide, hydrogen cyanide and the equivalents. However, the toxicity and volatility of these cyanating reagents limit their application in synthesis. Therefore, there is a growing interest to develop organic cyano-transfer reagents and cyanide-free precursors to produce chiral cyano-containing compounds and nitriles. This review systematically analysed the recent development and application of organic cyanating reagents to the catalytic asymmetric cyanation reactions, highlighting these impressive advances to illustrate their main advantages and future applications.

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氰化试剂在不对称氰化反应中的应用与发展
手性腈不仅广泛存在于医药和农用化合物中,而且是有机合成中重要的中间体。传统的合成腈的方法涉及使用简单的氰化试剂,如氰化钠、氰化钾、氰化氢及其等价物。然而,这些氰化试剂的毒性和挥发性限制了它们在合成中的应用。因此,开发有机氰转移试剂和无氰前驱体来生产手性含氰化合物和腈的兴趣日益浓厚。本文系统地分析了近年来有机氰化试剂在催化不对称氰化反应中的发展和应用,重点介绍了这些令人印象深刻的进展,说明了它们的主要优点和未来的应用前景。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board Biocatalytic synthesis of fluorine-containing chiral azido compounds in a two-phase system
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