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Updated: Oct 1, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
On a novel chromanone-naphthalenetrione rearrangement related to vitamin E
Thomas Rosenau1, Antje Potthast, Gerald Ebner
1Institute of Chemistry, University of Agricultural Sciences, Vienna, Austria. trosenau@edv2.boku.ac.at
Abstract:
4-Oxo-alpha-tocopherol (7) was synthesized in an efficient three-step procedure starting from alpha-tocopheryl acetate (1b) and rearranged under physiological conditions into naphthalenetrione 4, a minor vitamin E metabolite. The rearrangement involves a [4 + 2]-cycloaddition as the key step. [reaction: see text]
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