Cyclodimerization and Diels–Alder reaction of a spiroepoxycyclohexadienone with an o-quinodimethane structure

Abstract

Oxidation of 3-hydroxymethyl-2-naphthol with periodate affords a single exo-syn dimer arising from the intermediate ortho quinonoid spiroepoxycyclohexadienone; the latter can also be trapped by reactive dienophiles.

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