Synthesis ( IF 2.2 ) Pub Date : 2019-03-18 , DOI: 10.1055/s-0037-1612305 Carmela De Risi , Olga Bortolini , Graziano Di Carmine , Daniele Ragno , Alessandro Massi
Abstract
N-Heterocyclic carbenes (NHCs) are now well-established organocatalysts for a large number of asymmetric and non-asymmetric transformations. In the last 15 years, there has been significant interest in using NHCs in kinetic resolution (KR), dynamic kinetic resolution (DKR) and asymmetric desymmetrization reactions for the stereoselective synthesis of enantioenriched compounds, with diverse substrates and activation modes being adopted to this end. This short review brings into focus the progress made on NHC-catalyzed KR, DKR, and asymmetric desymmetrization from 2004 until December 2018. The literature discussed in this article is classified on the basis of the type of reaction involving the NHC catalyst.
1 Introduction
2 Acylation Strategies
2.1 O-Acylation
2.2 N-Acylation
2.3 C-Acylation
3 Aldol-Acylation Processes
4 Benzoin Reactions
5 Stetter Reactions
6 Miscellaneous Approaches
7 Conclusion
N-Heterocyclic carbenes (NHCs) are now well-established organocatalysts for a large number of asymmetric and non-asymmetric transformations. In the last 15 years, there has been significant interest in using NHCs in kinetic resolution (KR), dynamic kinetic resolution (DKR) and asymmetric desymmetrization reactions for the stereoselective synthesis of enantioenriched compounds, with diverse substrates and activation modes being adopted to this end. This short review brings into focus the progress made on NHC-catalyzed KR, DKR, and asymmetric desymmetrization from 2004 until December 2018. The literature discussed in this article is classified on the basis of the type of reaction involving the NHC catalyst.
1 Introduction
2 Acylation Strategies
2.1 O-Acylation
2.2 N-Acylation
2.3 C-Acylation
3 Aldol-Acylation Processes
4 Benzoin Reactions
5 Stetter Reactions
6 Miscellaneous Approaches
7 Conclusion
中文翻译:
N-杂环碳烯催化的动力学拆分,动态动力学拆分和不对称脱对称
抽象的
N-杂环卡宾(NHCs)现在是用于许多不对称和不对称转化的公认的有机催化剂。在过去的15年中,使用NHC在动力学拆分(KR),动态动力学拆分(DKR)和不对称脱对称反应中进行对映体富集化合物的立体选择性合成引起了极大的兴趣,为此采用了多种底物和活化方式。这篇简短的综述重点介绍了从2004年到2018年12月在NHC催化的KR,DKR和不对称脱对称方面取得的进展。本文讨论的文献是根据涉及NHC催化剂的反应类型进行分类的。
1引言
2酰化策略
2.1 O-酰化
2.2 N-酰化
2.3 C-酰化
3醛醇缩合工艺
4安息香反应
5个反应
6种其他方法
7结论
N-杂环卡宾(NHCs)现在是用于许多不对称和不对称转化的公认的有机催化剂。在过去的15年中,使用NHC在动力学拆分(KR),动态动力学拆分(DKR)和不对称脱对称反应中进行对映体富集化合物的立体选择性合成引起了极大的兴趣,为此采用了多种底物和活化方式。这篇简短的综述重点介绍了从2004年到2018年12月在NHC催化的KR,DKR和不对称脱对称方面取得的进展。本文讨论的文献是根据涉及NHC催化剂的反应类型进行分类的。
1引言
2酰化策略
2.1 O-酰化
2.2 N-酰化
2.3 C-酰化
3醛醇缩合工艺
4安息香反应
5个反应
6种其他方法
7结论