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Azido-meta-hemipinic Acid: An "Introverted" Acid?

Abstract

Thakur SK and Eswaran SV

Reaction of Azido-m-hemipinic acid (IV) with N-hydroxy Succinimide (NHS) and Dicyclohexyl Carbodiimide (DCC) has been investigated. The product (IV) has been identified as a tri-NHS adduct of the elusive O-acylisourea intermediate in DCC catalyzed reactions of carboxylic acids and alcohols/amines. Based on these observations, a question is posed whether ‘azido-m-hemipinic acid’ is to be considered as an “introverted” acid.

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