Synthesis and Diels-Alder reactions of prop-1-ene-1,3-sultone, and chemical transformations of the Diels-Alder adducts

Article abstract of DOI:10.1016/S0040-4020(99)00009-5

A reliable and novel synthetic route for the preparation of prop-1-ene- 1,3-sultone (1) has been developed. An overall yield of 34% could be achieved for this five-step synthesis. The Diels-Alder reactions of 1 with a variety of dienes were investigated for the first time and achieved with good chemical yield and excellent endo-selectivity. The subsequent transformations of the Diels-Alder cycloadducts were also explored.