Abstract: Methyl-and ethyl-vinylketene 2 were added to several simple olefins 1 to afford alkylated 2-vinylcyclobutanones 4, which in turn rearranged to cyclopentenones 5 (via dienones g, l) or l (via 1, 2-acyl migration) under acid catalysis. Evidence is presented for a cyclopropyl-carbinyl intermediate 8.