Desymmetrization of meso-Epoxides by Sulfur Nucleophiles

Significance

The desymmetrization of meso-epo­xides by nucleophilic attack has proven to be a viable method in the synthesis of 1,2-difunctionalized compounds. In this paper, the authors present the extension of their chiral Lewis acid mediated ring opening of meso-epoxides to sulfur nucleophiles. The anti-configured 1,2-thio alcohols can be obtained in high yields and ee.