Reaction of an introverted carboxylic acid with carbodiimide

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Overview

authors

• Iwasawa, T.
• Wash, P.
• Gibson, C.
• Rebek Jr., Julius

publication date

• July 2007

journal

• Tetrahedron  Journal

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.

Identity

PubMed Central ID

• PMC2031843

International Standard Serial Number (ISSN)

• 0040-4020

Digital Object Identifier (DOI)

• 10.1016/j.tet.2007.03.075

PubMed ID

• 18612332

Additional Document Info

start page

• 6506

end page

• 6511

volume

• 63

issue

• 28