Reaction of the sodium enolate of ethyl acetoacetate with ethyl 1,4-benzodioxan-2-carboxylate gives ethyl 3,4,4a,10a-tetrahydro-2,10a-dihydroxydibenzo-p-dioxin-1-carboxylate and 4,4a-dihydrodibenzo-p-dioxin-2(3H)-one in small yield. A mechanism is proposed.
R. Howe and B. S. Rao, J. Chem. Soc. C, 1968, 2436 DOI: 10.1039/J39680002436
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