HIGHLY REGIO- AND STEREOSELECTIVE RING-OPENING REACTION OF γ-ALKENYL-γ-BUTYROLACTONES USING ALLYLSILANES-TRIMETHYLOXONIUM SALT TO AFFORD METHYL (E)-4,8-ALKADIENOATES

Article abstract of DOI:10.1016/S0040-4039(01)91012-3

γ-Alkenyl-γ-butyrolactones reacted regio- and stereoselectively with allyltrimethylsilanes in the presence of trimethyloxonium tetrafluoroborate to afford methyl (E)-4,8-alkadienoates in high yields.Synthetic utility of the present reaction was demonstrated by the synthesis of β-sinensal.