A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones

A convergent route to 1,3-dithiolan-2-ones based on the radical addition of xanthates to allylic acetates is described. The process is modular, uses inexpensive starting materials and reagents, and is atom economical, since both sulfur atoms of the xanthate end up in the products. With adducts derived from xanthates bearing an ester group, an unexpected transformation leading to lactones was uncovered.