Direct Amidation of Amino Acid Derivatives Catalyzed by Arylboronic Acids: Applications in Dipeptide Synthesis
Direct Amidation of Amino Acid Derivatives Catalyzed by Arylboronic Acids: Applications in Dipeptide Synthesis
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DOI：
10.1002/ejoc.201300560
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发表时间：
2013-09-01
影响因子：
2.8
通讯作者：
Whiting, Andrew
中科院分区：
文献类型：
--
作者：
Liu, Shouxin;Yang, Yihua;Whiting, Andrew
研究了芳基硼酸催化的氨基酸衍生物直接酰胺化反应。相对于简单的胺-羧酸组合，反应通常是缓慢的，尽管在65-68℃下进行，通常避免外消旋。发现3,4,5-三氟苯硼酸和邻硝基苯硼酸是最好的催化剂，但对于较慢的二肽形成，需要高催化剂负载，并且发现了两种芳基硼酸之间有趣的协同催化效应。
The direct amidation of amino acid derivatives catalyzed by arylboronic acids has been examined. The reaction was generally slow relative to simple amine-carboxylic acid combinations though proceeded at 65-68 degrees C generally avoiding racemization. 3,4,5-Trifluorophenylboronic and o-nitrophenylboronic acids were found to be the best catalysts, though for slower dipeptide formations, high catalyst loadings were required and an interesting synergistic catalytic effect between two arylboronic acids was discovered.