Preparation of Diastereomerically Pure Dilignol Model Compounds

被引：42

作者：

Buendia, Julien ^{[1
]}

Mottweiler, Jakob ^{[1
]}

Bolm, Carsten ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 49期

关键词：

diastereoselectivity; hydrides; lignin derivatives; organic chemistry; reduction; MILLED-WOOD LIGNIN; O BOND-CLEAVAGE; FRAGMENTATION REACTIONS; BIOMASS; ETHER; FUELS; GUAIACYLGLYCEROL; REDUCTION; MECHANISM; OXIDATION;

D O I：

10.1002/chem.201101579

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A gram-scale synthetic access to diastereomerically pure dilignol beta-O-4 type model compounds, which represent valuable candidates for studies of lignin cleavage and valorization, is described. Following a straightforward procedure both diastereoisomers of 1,3-dilignols can be prepared. In the key-step, tert-butyl aryloxy esters are used as enolate precursors for additions on aldehydes. After separation, the resulting erythro and threo beta-hydroxy esters are independently reduced to afford the target compounds in high yields.

引用

页码：13877 / 13882

页数：6

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