Tetrahedron letters

Preparation of 2-vinylcyclobutanones and their conversion to cyclopentenones

DA Jackson, M Rey, AS Dreiding

Index: Jackson, David A.; Rey, Max; Dreiding, Andre S. Tetrahedron Letters, 1983 , vol. 24, # 44 p. 4817 - 4820

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Citation Number: 22

Abstract

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.