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Regioselectivity in the reactions of methoxydehydrobenzenes with furans. Part 2. 2-Methoxyfuran and methoxydehydrobenzenes

Giles, R.G.F., Hughes, A.B. and Sargent, M.V. (1991) Regioselectivity in the reactions of methoxydehydrobenzenes with furans. Part 2. 2-Methoxyfuran and methoxydehydrobenzenes. Journal of the Chemical Society, Perkin Transactions 1 (6). pp. 1581-1587.

Link to Published Version: http://dx.doi.org/10.1039/P19910001581
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Abstract

Acid-induced ring opening of adducts of furan and methoxydehydrobenzenes gives the naphthalenols derived from the more stable carbocation. The cycloadditions of methoxydehydrobenzenes containing a 3-methoxy group and 2-methoxyfuran are highly regiospecific. The adducts, being strained acetals, undergo ring opening to provide a convenient synthesis of naphthalenols.

Item Type: Journal Article
Murdoch Affiliation: School of Mathematical and Physical Sciences
Publisher: Royal Society of Chemistry
URI: http://researchrepository.murdoch.edu.au/id/eprint/35757
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