ON REGIOSELECTIVITY OF THE REACTION OF PARA-QUINONE METHIDES WITH PARA-HYDROXYBENZYL ALCOHOLS

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作者
SHEVCHENKO, SM
APUSHKINSKY, AG
ZARUBIN, MY
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S7 [林业];
学科分类号
0829 ; 0907 ;
摘要
H-1 NMR analysis of the reaction of lignin model p-quinone methides with aliphatic alcohols, phenols and p-hydroxybenzyl alcohols in chloroform solution has demonstrated a pronounced predominance of non-cyclic benzyl alkyl ethers over benzyl aryl ethers in the mixture of products, as a result of faster addition of alcohols than phenols. In thc case of the simplest p-quinone methides, the only competing reaction seems to be a stereoselective isomerization into E-p-hydroxystyrenes.
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页码:383 / 392
页数:10
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共 17 条
[1]  
APUSHKINSKY AG, 1990, IN PRESS KHIM TEKHNO
[2]   ON THE MECHANISM OF FORMATION OF NON-CYCLIC BENZYL ETHERS DURING LIGNIN BIOSYNTHESIS .1. THE REACTIVITY OF BETA-O-4 QUINONE METHIDES WITH PHENOLS AND ALCOHOLS [J].
BRUNOW, G ;
SIPILA, J ;
MAKELA, T .
HOLZFORSCHUNG, 1989, 43 (01) :55-59
[3]  
BRUNOW G, 1989, P INT S WOOD PULPING, P333
[4]   THE CHEMISTRY OF DELIGNIFICATION - A GENERAL CONCEPT [J].
GIERER, J .
HOLZFORSCHUNG, 1982, 36 (01) :43-51
[5]   THE SELF-CONDENSATION REACTIONS OF THE LIGNIN MODEL COMPOUNDS, VANILLYL AND VERATRYL ALCOHOL [J].
HEMMINGSON, JA ;
LEARY, G .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1980, 33 (04) :917-925
[6]  
LEARY G, 1977, J CHEM SOC P2, V13, P1737
[7]   THE OCCURRENCE OF BENZYL NON-CYCLIC ETHER BONDS IN LIGNIN [J].
LEARY, GJ .
WOOD SCIENCE AND TECHNOLOGY, 1982, 16 (01) :67-70
[8]   QUINONE METHIDES AND THE STRUCTURE OF LIGNIN [J].
LEARY, GJ .
WOOD SCIENCE AND TECHNOLOGY, 1980, 14 (01) :21-34
[9]  
LEARY GJ, 1984, HOLZFORSCHUNG, V38, P53
[10]  
MARCH J, 1985, ADV ORGANIC CHEM