title: Reaction of an Introverted Carboxylic Acid with Carbodiimide.
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.
authors.affiliation: The Skaggs Institute for Chemical Biology and Department of Chemistry The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037.
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Iwasawa
authors.forename: Paul
authors.initials: P
authors.lastname: Wash
authors.forename: Christoph
authors.initials: C
authors.lastname: Gibson
authors.forename: Julius
authors.initials: J
authors.lastname: Rebek