Abstract

Unsymmetrical divinyl alkoxyacetates (such as 7a) undergo a Eu(fod) 3-catalyzed regiospecific allylic rearrangement to form C 5-substituted ( E)-2-ethoxy-1,3-dienes at room temperature. When the rearrangement of 7a was carried out in the presence of maleic anhydride, a tandem allylic rearrangement and Diels–Alder reaction occurred to give the adduct 11. Reactions of other dienophiles in this tandem procedure were examined.

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