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Synthesis of a protected 2-ethoxy-3-hydroxyethylfuran and its regioselectivity as a Diels–Alder diene on reaction with 3,5-dimethoxydehydrobenzene

Giles, R.G.F. and Taylor, C.P. (2002) Synthesis of a protected 2-ethoxy-3-hydroxyethylfuran and its regioselectivity as a Diels–Alder diene on reaction with 3,5-dimethoxydehydrobenzene. Arkivoc, 2002 (3). p. 149.

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Abstract

As a potential route for the synthesis of naturally occurring benzisochromanequinones, 2-ethoxy-3-(1′-methoxymethoxyethyl)furan 15 was prepared and shown to react regioselectively with in situ generated 3,5-dimethoxydehydrobenzene to afford, after hydrolysis and alkylation, the target naphthalene 1-(6′,8′-dimethoxy-1′-ethoxy-4′- isopropoxy-2′-naphthalenyl)-1-(methoxymethoxy)ethane 27...

Publication Type: Journal Article
Murdoch Affiliation: School of Chemical and Mathematical Science
Publisher: Michigan Publishing
URI: http://researchrepository.murdoch.edu.au/id/eprint/34062
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