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O'Reilly, Elaine
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O'Reilly, Elaine
Official Name
O'Reilly, Elaine
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- PublicationFrom amines to diketopiperazines: a one-pot approachAn efficient one-pot synthesis is described for the preparation of 1,4-disubstituted piperazine-2,5-diones starting from a suitable amine and chloroacetyl chloride in the presence of an aqueous base. The resulting chloroacetamide is cyclised in situ by employing the phase-transfer (PT) catalyst, benzyltriethylammonium chloride (TEBA). The products are isolated in excellent yields of up to 90%.
472Scopus© Citations 5 - PublicationSynthesis of a conformationally constrained delta-amino acid building block(Springer, 2013-02)
; ; ; ; Conformationally restricted amino acids are important components in peptidomimetics and drug design. Herein, we describe the synthesis of a novel, non-proteinogenic constrained delta amino acid containing a cyclobutane ring, cis-3(aminomethyl)cyclobutane carboxylic acid (ACCA). The synthesis of the target amino acid was achieved in seven steps, with the key reaction being a base induced intramolecular nucleophilic substitution. A small library of dipeptides was prepared through the coupling of ACCA with proteinogenic amino acids.Scopus© Citations 6 187