Ketene Thioacetal Route to γ-Lactones. Effect of Carbonyl Hardness on Reaction-Site Selectivity and a Unique Preparation of 3-Methyl-5-phenyl-2(5H)-furanone

Article abstract of DOI:10.1021/jo01299a039

The synthesis of γ-lactones from the addition products of ketene thioacetal anions and carbonyl compounds has been achieved.A unique phenylselenenyl chloride triggered formation of dithienium ion from ketene thioacetal has been shown to directly afford a doubly protected butenolide system.