内向型羧酸与碳二亚胺的反应。
Reaction of an Introverted Carboxylic Acid with Carbodiimide.
作者信息
Iwasawa Tetsuo, Wash Paul, Gibson Christoph, Rebek Julius
机构信息
The Skaggs Institute for Chemical Biology and Department of Chemistry The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037.
出版信息
Tetrahedron. 2007 Jul 9;63(28):6506-6511. doi: 10.1016/j.tet.2007.03.075.
Abstract
The reaction of carboxylic acids with carbodiimides is reviewed, and an "introverted" carboxylic acid is proposed as a means of trapping reactive intermediates along the reaction pathway. The introverted acid is a cavitand with the carboxylic function directed toward the floor of the cavity. Its reaction with diisopropyl carboodiimide gives a covalent adduct that is either the elusive O-acylisourea or the commonly encountered N-acylurea.
摘要
本文综述了羧酸与碳二亚胺的反应，并提出了一种“内向型”羧酸，作为捕获反应途径中活性中间体的一种手段。内向型酸是一种穴状配体，其羧基功能朝向腔体底部。它与二异丙基碳二亚胺反应生成共价加合物，该加合物要么是难以捉摸的O-酰基异脲，要么是常见的N-酰基脲。
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