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Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications
Chemical Society Reviews ( IF 46.2 ) Pub Date : 2020-10-19 , DOI: 10.1039/d0cs00769b
Ciarán C Lynch 1 , Archita Sripada , Christian Wolf
Affiliation  

Ynamides are among the most powerful building blocks in organic synthesis and have become invaluable starting materials for the construction of multifunctional compounds and challenging architectures that would be difficult to prepare otherwise. The rapidly growing popularity originates from the unique reactivity and ease of manipulation of the polarized ynamide triple bond, the advance of practical methods for making them, and the simplicity of storage and handling. These attractive features and the demonstration of numerous synthetic applications have spurred the development of intriguing asymmetric reaction strategies during the last decade. An impressive variety of chemo-, regio- and stereoselective carbon–carbon and carbon–heteroatom bond forming reactions with ynamides have been developed and now significantly enrich the toolbox of synthetic chemists. This review provides a comprehensive overview of asymmetric ynamide chemistry since 2010 with a focus on the general scope, current limitations, stereochemical reaction control and mechanistic aspects.

中文翻译:

ynamides 的不对称合成:独特的反应控制、化学多样性和应用

Ynamides 是有机合成中最强大的构建块之一,并且已成为构建多功能化合物和具有挑战性的结构的宝贵起始材料,否则很难制备。快速增长的流行源于极化的氨酰胺三键的独特反应性和易于操作性、制造它们的实用方法的进步以及储存和处理的简单性。在过去的十年中,这些吸引人的特征和众多合成应用的示范刺激了有趣的不对称反应策略的发展。令人印象深刻的各种化疗,区域选择性和立体选择性碳-碳和碳-杂原子键形成反应与 ynamides 已经开发,现在显着丰富了合成化学家的工具箱。这篇综述提供了自 2010 年以来不对称 ynamide 化学的全面概述,重点是一般范围、当前限制、立体化学反应控制和机制方面。
更新日期:2020-11-03
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