Silyl ethers of biacetyl enols, an enone 2 and a diene 3, were prepared. Cyclodimerization of 2 gave a dihydropyran 4, while reaction of 3 with 2, maleic anhydride, and ethyl acrylate gave Diels–Alder adduct 5, 8, and 9, respectively. The compounds 4 and 5 were desilylated to afford 6 and a mixture of 7 and 7′, respectively.
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Murai et al. (1977) studied this question.
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