Directive effects in the addition of alcohols to benzoquinones

Abstract
2-Alkyl-1,4-benzoquinones react with alcohols to give 5- and 6-alkoxy-derivatives, with the former predominating, in both uncatalysed and Lewis-acid-catalysed reactions. Exclusive formation of the 6-isomer was observed only in the catalysed reactions of 2-benzyl- and 2-t-butyl-1,4-benzoquinones. 2-Benzoyl-1,4-benzoquinone is attacked by methanol at C-3.

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