Preparation of monolignol γ-acetate, γ-p-hydroxycinnamate, and γ-p-hydroxybenzoate conjugates: selective deacylation of phenolic acetates with hydrazine acetate
Preparation of monolignol γ-acetate, γ-p-hydroxycinnamate, and γ-p-hydroxybenzoate conjugates: selective deacylation of phenolic acetates with hydrazine acetate
复制标题
木质醇单体 γ-乙酸酯、γ-对羟基肉桂酸酯和 γ-对羟基苯甲酸酯缀合物的制备：用乙酸肼选择性脱酰酚乙酸酯
DOI：
10.1039/c3ra42818d
复制
发表时间：
2013
期刊：
影响因子：
3.9
通讯作者：
J. Ralph
中科院分区：
文献类型：
--
作者：
Yimin Zhu;Matthew Regner;F. Lu;Hoon Kim;A. Mohammadi;T. Pearson;J. Ralph
我们在这里报道了一系列单醇γ-对羟基肉桂酸酯（包括对香豆酸酯、阿魏酸酯和咖啡酸酯）、γ-乙酸酯和γ-对羟基苯甲酸酯缀合物的可靠和容易的合成，其中许多是以前未报道的，它们是天然木质素生物合成中的推定中间体或注定用于即将到来的设计师木质素的新单体缀合物。关键是开发了一种高选择性的酚乙酸酯脱酰方法;即，一种裂解酚乙酸酯同时保持敏感的单甘油酯缀合物完整的方法。
We report here a reliable and facile synthesis of a range of monolignol γ-p-hydroxycinnamate (including p-coumarate, ferulate, and caffeate), γ-acetate, and γ-p-hydroxybenzoate conjugates, many not previously reported, that are either putative intermediates in the biosynthesis of natural lignins or new monomer-conjugates destined for upcoming designer lignins. The key was the development of a highly selective deacylation approach for phenolic acetates; i.e., a method that cleaves phenolic acetates while leaving the sensitive monolignol ester conjugates intact.