Reaction of an introverted carboxylic acid with carbodiimide

被引:45
作者
Iwasawa, Tetsuo [1 ,2 ]
Wash, Paul [1 ,2 ]
Gibson, Christoph [1 ,2 ]
Rebek, Julius, Jr. [1 ,2 ]
机构
[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
D O I
10.1016/j.tet.2007.03.075
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 carbodiimide gives a covalent adduct that is either the elusive O-acylisourea or the commonly encountered N-acylurea. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6506 / 6511
页数:6
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