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Synthesis 2023; 55(17): 2773-2778
DOI: 10.1055/a-2067-7071
DOI: 10.1055/a-2067-7071
paper
Special Issue Honoring Prof. Guoqiang Lin's Contributions to Organic Chemistry
Palladium-Catalyzed Asymmetric 1,4-Addition of Diarylphosphines to α,β-Unsaturated Sulfonyl Fluorides
The Natural Science Foundation of China (22071139 and 21871168) and Shaanxi Normal University are greatly acknowledged for funding this work.
Dedicated to Professor Guoqiang Lin on the occasion of his 80th birthday
Abstract
A Pd-catalyzed asymmetric phosphination of α,β-unsaturated sulfonyl fluorides was developed, and a series of tertiary phosphorus compounds were obtained in excellent yields and enantioselectivities (up to 99% ee). The chiral adduct can be further converted into chiral phosphine sulfonic acid as the ligand for the arene Ru metal complex.
Key words
α,β-unsaturated sulfonyl fluoride - asymmetric 1,4-addition - palladium catalyst - chiral phosphineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2067-7071.
- Supporting Information
Publication History
Received: 28 February 2023
Accepted after revision: 03 April 2023
Accepted Manuscript online:
03 April 2023
Article published online:
22 May 2023
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For reviews on hybrid phosphine ligands, see:
For selected examples of transition-metal-catalyzed C–H activation of organophosphorus compounds, see:
For reviews on the use of phosphine sulfonate ligands in catalytic reactions, see:
For catalytic asymmetric 1,4-addition of substituted phosphines or phosphine oxides to electron-deficient alkenes, see: