![Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days]({"type":"image" , "src" : "/sda/110819/TOC-Subject-Sample-2021-Physical-Sciences.jpg"})
Abstract
Lithium enethiolates, generated by deprotonation of various thiocarbonyl compounds, have been submitted to the reaction of epoxides. These ambident nucleophiles react on sulfur to afford (2-hydroxyalkyl) vinyl sulfides. Various thiocarbonyl compounds have been used: dithioesters, thionesters and thioketones. Compilation of literature dealing with the ambidoselectivity of the enethiolates reaction with electrophiles confirms the following trend: alkylation occurs on sulfur whereas addition on π systems occurs on carbon.