Stereocontrolled Entry to 2,5-Disubstituted Tetrahydrofurans from Hex-2-enono-δ-lactones under Mild Conditions

Article abstract of DOI:10.1016/S0040-4039(00)61202-9

A stereospecific route to highly functionalized 2,5-disubstituted tetrahydrofuran derivatives from readily available 6-O-silylated-hex-2-enono-δ-lactones is reported.The protocol involves an efficient Michael type O-heterocyclization reaction followed by selective ring opening of the lactone moiety.