The Journal of Organic Chemistry

Adducts of anthrahydroquinone and anthranol with lignin model quinone methides. 3. Independent synthesis of threo and erythro isomers

J Ralph, LL Landucci

Index: Ralph, John; Landucci, Lawrence L. Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 3884 - 3889

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Citation Number: 17

Abstract

A key intermediate responsible for anthrahydmquinone-(AHQ-) catalyzed delignification of wood under alkaline conditions is an adduct between AHQ and a quinone methide (QM) of a phenylpropanoid lignin subunit represented by models such as 1-(3-methoxy-4- hydroxyphenyl)-2-(2-methoxyphenoxy) propane-1, 3-diol. Unlike adduct formation via QMs, which give only threo products with AHQ or anthranol (9-hydroxyanthracene), both ...