Abstract
Abstract Ketene dithioacetals bearing an alkoxycarbonyl group at 2-position are effectively reduced by two equimolar amounts of dimethylcuprate derived from methyllithium and cuprous cyanide to yield the corresponding functionalized vinylcopper species. These organocopper species are efficiently trapped by carbon electrophiles. Formal substitution reactions of a methylthio group in ketene dithioacetals by electrophiles can be attained by one-pot operation. Synthesis of β-thiobutenolides was also achieved.
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