Practical Asymmetric Synthesis of Chiral Sulfoximines via Sulfur-Selective Alkylation

Chiral sulfoximines have recently been considered as promising bioisosteres in medicinal chemistry. However, methods for preparing chiral sulfoximines in a stereoselective manner are underdeveloped. Herein, we demonstrate an asymmetric synthesis of chiral sulfoximines through a stereospecific S-alkylation of readily accessible chiral sulfinamides under practical conditions. A key to establishing the practical conditions was the identification of the intermediate structure in our previously reported S-alkylation by X-ray crystallographic analysis.

Automated summary

In this study, we demonstrated an asymmetric synthesis of chiral sulfoximines through a stereospecific S-alkylation of readily accessible chiral sulfinamides under practical conditions. The identification of the intermediate structure in our previously reported S-alkylation by X-ray crystallographic analysis was crucial to establish the practical conditions.