Chemistry

Enantioselective synthesis of sulfur-stereogenic alkyl sulfilimines with C(sp3)–H-derived alkyl radicals using copper catalysis

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Researchers developed a copper-catalyzed method for the enantioselective synthesis of sulfur-stereogenic alkyl sulfilimines, a class of chiral sulfur compounds that has historically been difficult to access with high stereochemical control. The approach leverages carbon radicals derived from C(sp3)-H bonds, enabling direct functionalization of unactivated C-H bonds under copper catalysis to form sulfilimines with well-defined stereochemistry at the sulfur center. This strategy bypasses the need for pre-functionalized starting materials and represents a significant advance in asymmetric sulfur chemistry.


Chiral sulfur-containing compounds are prevalent in pharmaceuticals and biologically active molecules, and efficient enantioselective routes to sulfur-stereogenic centers could accelerate drug discovery and the development of new therapeutic agents. The use of C(sp3)-H functionalization also improves synthetic efficiency by reducing the number of synthetic steps required.


Source: Enantioselective synthesis of sulfur-stereogenic alkyl sulfilimines with C(sp3)–H-derived alkyl radicals using copper catalysis