Journal of the American Chemical Society p. 5824 - 5831 (1989)
Update date:2022-07-30
Topics:
Pirrung, Michael C.
Chang, Virginia K.
DeAmicis, Carl V.
A kinetic study of the photochemical ring expansion of cyclobutanones to oxacarbenes has shown that, in the presence of alcohol, the oxacarbene is generated irreversibly.Substrates for the intramolecular versions of the oxacarbene generation-insertion sequence (heteroalkylcyclobutanones) were prepared by an intramolecular <2 + 2>-Baeyer-Villiger sequence.These have been used to form 5-, 6-, 7-, and 8-membered nitrogen, oxygen, and sulfur bicyclic ring systems.
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