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Communication | Special issue | Vol 7, No. 2, 1977, pp.913-918
Published online, 1st January, 1970
DOI: 10.3987/S-1977-02-0913
Entry into the Allene Oxide-Cyclopropanone System via Vinylsilanes. IV. Reaction of Allene Oxides with Cyclopentadiene

Beng Soon Ong and Tak-Hang Chan*

*Department of Chemistry, McGill University, 7 Montreal, Quebec H3A 2K6, Canada


Alkyl-substituted allene oxides reacted with cyclopentadiene to give substitution products whereas aryl-substituted allene oxides reacted with cyclopentadiene and related heterocycles to give cycloaddition products. The difference is explained by a facile rearrangement of aryl-substituted allene oxides to cyclopropanones.