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Synthesis 2024; 56(15): 2316-2328
DOI: 10.1055/a-2241-3571
DOI: 10.1055/a-2241-3571
short review
Organocatalytic Atroposelective Reactions of Alkynes
We are grateful for financial support from the National Natural Science Foundation of China (22301250), the Natural Science Foundation of Xiamen, China (3502Z202371002), the Fundamental Research Funds for the Central Universities (20720210002, 20720230003), and the National Science Fund for Fostering Talents in Basic Science (NFFTBS; J1310024).
Abstract
The atroposelective transformation of alkynes is an efficient protocol for the assembly of axially chiral compounds. Benefitting from the rapid development of chiral organocatalysts, the organocatalytic atroposelective reactions of alkynes have been extensively studied over the past decades. An array of chiral catalysts, including chiral Brønsted acid catalysts, secondary amine catalysts, N-heterocyclic carbene (NHC) catalysts, thiourea catalysts and N-squaramide catalysts, are employed in enantioselective reactions of different alkynes. This short review summarizes the recent advances on organocatalytic atroposelective reactions of alkynes according to the type of alkyne substrate. The reaction mechanisms, modes of enantiocontrol, product diversity and applications are highlighted.
1 Introduction
2 Electron-Rich Aryl Alkynes
3 Electron-Deficient Aryl Alkynes
4 Other Types of Alkynes
5 Conclusion and Outlook
Key words
organocatalysis - enantioselectivity - alkynes - axially chiral compounds - reaction mechanismPublication History
Received: 15 December 2023
Accepted after revision: 09 January 2024
Accepted Manuscript online:
09 January 2024
Article published online:
08 February 2024
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