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

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.