From Vinylogation to Alkynylogation: Extending the Reactivity of Enolates

Extending reactivity through conjugated multiple carbon-carbon bonds can be a rapid way to expand the scope of synthetic chemistry. In this account, we describe our research on the alkynylogation of enolates. We conducted a systematic investigation on reactions of alkynyl- and allenyl-substituted enolates with various electrophiles. Those reactions led to the convenient synthesis of highly functionalized allenes, alkynes, and 1,3-dienes. Some relevant literature reports are also described.