Tetrahedron Letters p. 5669 - 5672 (1990)
Update date:2022-08-03
Topics:
Hassner, Alfred
Naidorf-Meir, Simha
Gottlieb, Hugo E.
Frolow, Felix
Reaction of oxabicyclooctanone 3 with nucleophiles involves not only cine substitution but ring opening to cyclobutenones which are capable of further transformations.With azide as a nucleophile, further reactions occur, among them an oxy-promoted electrocyclic cyclobutane opening, with final formation of 8, the structure of which was verified by X-ray diffraction.
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