Enantioselective Total Synthesis of Four Styrylpyrone Derivatives

The first enantioselective total synthesis of 5-acetoxygoniothalamin 1 and 5-acetoxyisogoniothalamin oxide 2 was achieved through the Sharpless kinetic resolution of racemic secondary 2- furylmethanol 5 and the Mitsunobu reaction. At the same time we developed a short synthetic route for 6R-(+)-goniothalamin 3 and (6R, 7R, 8R)-(+)-goniothalamin oxide 4. And according to this route the configuration of 5-acetoxygoniothalamin 1 was confirmed as (5S, 6S).