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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.
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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: