Cyclopropanones. Formation of Vinylcyclopropanols and Their Rearrangement to Cyclobutanones

Article abstract of DOI:10.1021/jo01302a023

Vinylcyclopropanols, formed by the addition of vinylmagnesium bromide to the ethyl hemiketal of cyclopropanone, may be converted to cyclobutanone derivatives on reaction with various electrophiles.The ring enlargement of 1-vinyl-2-methylcyclopropanol takes place by preferential migration of the more highly substituted carbon atom.