α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications
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...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-06-01
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| Series: | Symmetry |
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| Online Access: | https://www.mdpi.com/2073-8994/11/6/798 |
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| author | Sveva Pelliccia Ilenia Antonella Alfano Ubaldina Galli Ettore Novellino Mariateresa Giustiniano Gian Cesare Tron |
| author_facet | Sveva Pelliccia Ilenia Antonella Alfano Ubaldina Galli Ettore Novellino Mariateresa Giustiniano Gian Cesare Tron |
| author_sort | Sveva Pelliccia |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-10T07:49:07Z |
| format | Article |
| id | doaj.art-24e4d7debaea43458cc114365ac9f873 |
| institution | Directory Open Access Journal |
| issn | 2073-8994 |
| language | English |
| last_indexed | 2024-12-10T07:49:07Z |
| publishDate | 2019-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Symmetry |
| spelling | doaj.art-24e4d7debaea43458cc114365ac9f8732022-12-22T01:57:06ZengMDPI AGSymmetry2073-89942019-06-0111679810.3390/sym11060798sym11060798α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and ApplicationsSveva Pelliccia0Ilenia Antonella Alfano1Ubaldina Galli2Ettore Novellino3Mariateresa Giustiniano4Gian Cesare Tron5Dipartimento di Farmacia, Università di Napoli “Federico II”, Via D. Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università di Napoli “Federico II”, Via D. Montesano 49, 80131 Napoli, ItalyDipartimento di Scienza del Farmaco, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, ItalyDipartimento di Farmacia, Università di Napoli “Federico II”, Via D. Montesano 49, 80131 Napoli, ItalyDipartimento di Farmacia, Università di Napoli “Federico II”, Via D. Montesano 49, 80131 Napoli, ItalyDipartimento di Scienza del Farmaco, Università del Piemonte Orientale, Largo Donegani 2, 28100 Novara, ItalySince 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.https://www.mdpi.com/2073-8994/11/6/798Multicomponent reactionsα-amino acidsUgi four-component reactionisocyanides |
| spellingShingle | Sveva Pelliccia Ilenia Antonella Alfano Ubaldina Galli Ettore Novellino Mariateresa Giustiniano Gian Cesare Tron α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications Symmetry Multicomponent reactions α-amino acids Ugi four-component reaction isocyanides |
| title | α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications |
| title_full | α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications |
| title_fullStr | α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications |
| title_full_unstemmed | α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications |
| title_short | α-Amino Acids as Synthons in the Ugi-5-Centers-4-Components Reaction: Chemistry and Applications |
| title_sort | α amino acids as synthons in the ugi 5 centers 4 components reaction chemistry and applications |
| topic | Multicomponent reactions α-amino acids Ugi four-component reaction isocyanides |
| url | https://www.mdpi.com/2073-8994/11/6/798 |
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