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Article Dans Une Revue ChemCatChem Année : 2024

Use of Constrained G-Quadruplexes for Enantioselective Sulfoxidation Site Mapping

Résumé

Catalysis using G-quadruplexes (G-4) has shown promise as a way to perform asymmetric sulfoxidation of thioanisole derivatives. However, despite the relative simplicity of G-4, the mechanism of chiral control of sulfoxidation is still unknown, mainly because G-4 can adopt different topologies. To better understand the mechanism of G-4-catalyzed sulfoxidation, G-4 was chemically constrained into a unique topology. It was shown that either sulfoxidation can occur at the outer tetrads or at the grooves of G-4 and that different enantiomers can be generated depending on the region where catalysis occurs. By means of these G-4 mimics, the enantioselective control of the sulfoxidation reaction was unraveled.
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Dates et versions

hal-04246624 , version 1 (14-11-2023)

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Citer

Yoann Colas, Stéphane Ménage, Caroline Marchi- Delapierre, Nicolas Spinelli. Use of Constrained G-Quadruplexes for Enantioselective Sulfoxidation Site Mapping. ChemCatChem, 2024, 16 (1), pp.e202300914. ⟨10.1002/cctc.202300914⟩. ⟨hal-04246624⟩
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