A general protocol for preparing densely functionalized cyclopentenones through a tandem nucleophilic addition–deprotonation–alkylation–cyclization process is described. Addition of lithioallene to enamides generates tetrahedral intermediate. Deprotonation of the γ carbon atom of the allene function in situ, followed by trapping by a suitable electrophile and cyclization during workup leads to C6 substituted cyclopentenones.
