Synthesis of 1,3-xoathiolane-2-thiones by the reaction of steroidal oxiranes with carbon disulfide

Article abstract of DOI:10.1016/S0040-4039(97)01251-3

The reaction of 5, 6α-epoxy-5α-cholestane (1), its 3β-acetoxy-(2) and 3β- chloro-(3) analogues with carbon disulfide in THF at room temperature in the presence of Li Br as catalyst afford selectively the corresponding 1,3-oxathiolane-2-thiones (steroidal cyclic cis-dithiocarbonates) (4-6) in high yields.