Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications.

Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications.
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DOI:
10.1039/d0cs00769b
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发表时间:
2020-12-07
影响因子:
46.2
通讯作者:
Wolf C
Wolf C
中科院分区:
化学1区
文献类型:
--
作者:
Lynch CC ;Sripada A ;Wolf C

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Ynamide是有机合成中最强大的构件之一,已成为构建多功能化合物和具有挑战性的建筑的宝贵起始材料,否则很难制备这些化合物。这种迅速增长的受欢迎程度源于极化的氰胺三键的独特的反应性和易操纵性,以及制造它们的实用方法的进步,以及存储和处理的简单性。在过去的十年里,这些吸引人的特征和大量合成应用的展示刺激了有趣的不对称反应策略的发展。各种化学、区域和立体选择性的碳-碳和碳-杂原子键与氰胺的形成反应已经开发出来,现在极大地丰富了合成化学家的工具箱。综述了自2010年以来不对称氰胺化学的研究进展,重点介绍了不对称氰胺化学的总体范围、目前的局限性、立体化学反应控制和机理方面的研究进展。
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.
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