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Chiral Phosphoric Acid: A Powerful Organocatalyst for the Asymmetric Synthesis of Heterocycles with Chiral Atropisomerism
ChemCatChem ( IF 4.5 ) Pub Date : 2020-11-19 , DOI: 10.1002/cctc.202001750
You‐Dong Shao 1 , Dao‐Juan Cheng 2
Affiliation  

The past two decades have witnessed unprecedented development and advancement of chiral phosphoric acid catalysis. Therefore, it is not surprising that the attempts to synthesize enantioenriched axially chiral compounds via chiral phosphoric acid catalysis have achieved fruitful results in recent years although this area of research is still in its infancy. A number of structurally important heterocycles with chiral atropisomerism have been successfully designed and prepared by chiral phosphoric acid promoted transformations involving diverse strategies: including direct coupling, de novo formation of a heterocyclic ring and functionalization of prochiral or racemic substrates. In this minireview, we would like to highlight the advances in the field of atropisomeric heterocycles construction enabled by chiral phosphoric acid catalysis. In addition, this Minireview is organized based on the different types of atropisomeric heterocyclic frameworks generated covering quinoline, pyrrole, indole, benzimidazole, quinazolinone, isoindolinone, urazole, pyrazole and so on. We hope that this Minireview will motivate continuous interest on chiral phosphoric acid catalyzed atroposelective reactions.

中文翻译:

手性磷酸:手性Atropisomerism不对称合成杂环的强大有机催化剂。

在过去的二十年中,手性磷酸催化的发展史无前例。因此,尽管近年来该领域的研究还处于起步阶段,但通过手性磷酸催化合成对映体富集的轴向手性化合物的尝试取得了丰硕的成果也就不足为奇了。通过手性磷酸促进的转化,涉及多种策略,已成功设计和制备了具有手性阻转异构作用的许多结构上重要的杂环,包括直接偶联,从头合成杂环的形成和前手性或外消旋底物的功能化。在本篇小型综述中,我们想强调通过手性磷酸催化实现的阻转异构杂环构建领域的进展。此外,此Minireview是根据生成的不同类型的阻转异构杂环骨架进行组织的,这些骨架包括喹啉,吡咯,吲哚,苯并咪唑,喹唑啉酮,异吲哚啉酮,尿嘧啶,吡唑等。我们希望这份Minireview能激发人们对手性磷酸催化的熵选择性反应的持续关注。
更新日期:2020-11-19
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