DMSO–K2S2O8 mediated iodine-free conversion of glycal C-3 ether to 3-enopyranones: synthesis of furo[3,2-c] pyrans†

Abstract

A straightforward, highly efficient, and regioselective method for directly converting 3-O-benzylated and silylated glycals into their corresponding enones has been developed using a DMSO–K₂S₂O₈ reagent system. This reaction is scalable to gram quantities under mild conditions, achieving up to 80% yields. The resulting enones are valuable intermediates for the synthesis of furo[3,2-c] pyrans, which are integral components of various biologically significant scaffolds.