Journal of the Chemical Society. Perkin transactions I p. 1919 - 1923 (1983)
Update date:2022-08-03
Topics:
Barker, Andrew J.
Begley, Michael J.
Birch, Alan M.
Pattenden, Gerald
The adducts (5) obtained from <2 + 2> photocycloaddition of ethyl vinyl ether to the 1,3-dione enol acetate (4) rapidly loses acetic acid producing the ethoxycyclobutene (7).On being warmed in the presence of a dienophile, the ethoxycyclobutene (7) undergoes electrocyclic ring-opening to give the ethoxydienone (8) followed by <4 + 2> cycloaddition to produce Diels-Alder adducts
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