Thermal, three-carbon + two-atom cycloaddition of cyclopropenone ketals with carbon-heteroatom double bonds: Butenolide, furan, and γ-keto ester preparation.

Dale L. Boger, Christine E. Brotherton, Gunda I. Georg

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

A preliminary study of the thermal reaction of cyclopropenone ketals with carbon-heteroatom double bonds is detailed. The reaction with aldehyde and keto carbonyls provide butenolide ortho esters, the product of a formal three-carbon + two-atom cycloaddition of the cyclopropenone ketal across the carbon-oxygen double bond.

Original languageEnglish (US)
Pages (from-to)5615-5618
Number of pages4
JournalTetrahedron Letters
Volume25
Issue number49
DOIs
StatePublished - 1984

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