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α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications

1
Dipartimento di Farmacia, Università di Napoli “Federico II”, Via D. Montesano 49, 80131 Napoli, Italy
2
Dipartimento di Scienza del Farmaco, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, Italy
*
Authors to whom correspondence should be addressed.
Symmetry 2019, 11(6), 798; https://doi.org/10.3390/sym11060798
Received: 22 May 2019 / Revised: 6 June 2019 / Accepted: 11 June 2019 / Published: 15 June 2019
(This article belongs to the Special Issue Amino Acid Chirality)

Abstract

Since the first reports, the Ugi four-component reaction (U-4CR) has been recognized as a keystone transformation enabling the synthesis of peptide mimetics in a single step and with high atom economy. In recent decades, the U-4CR has been a source of inspiration for many chemists fascinated by the possibility of identifying new efficient organic reactions by simply changing one of the components or by coupling in tandem the multicomponent process with a huge variety of organic transformations. Herein we review the synthetic potentialities, the boundaries, and the applications of the U-4CR involving α-amino acids, where the presence of two functional groups—the amino and the carboxylic acids—allowed a 5-center 4-component Ugi-like reaction, a powerful tool to gain access to drug-like multi-functionalized scaffolds. View Full-Text
Keywords: Multicomponent reactions; α-amino acids; Ugi four-component reaction; isocyanides Multicomponent reactions; α-amino acids; Ugi four-component reaction; isocyanides
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
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Pelliccia, S.; Alfano, I.A.; Galli, U.; Novellino, E.; Giustiniano, M.; Tron, G.C. α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications. Symmetry 2019, 11, 798.

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