Lithiated Dimethylketene Diisopropyl Dithioacetal as a Synthon of Homoenolate Dianion of Isobutyric Ester. An Application to the Synthesis of α-Methyllactones

Article abstract of DOI:10.1246/cl.1986.1675

Lithium anion of dimethylketene diisopropyl dithioacetal reacted with various kinds of electrophiles to afford γ-substituted products with high regioselectivity.The utility of the lithiated ketene dithioacetal, a novel homoenolate dianinon equivalent of isobutyric ester, was demonstrated in the synthesis of α-methylenelactones.