Diversity-Oriented Approaches to Unusual alpha-Amino Acids and Peptides: Step Economy, Atom Economy, Redox Economy, and Beyond
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Title |
Diversity-Oriented Approaches to Unusual alpha-Amino Acids and Peptides: Step Economy, Atom Economy, Redox Economy, and Beyond
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Creator |
KOTHA, S
GOYAL, D CHAVAN, AS |
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Subject |
CROSS-COUPLING REACTION
DIELS-ALDER REACTION RING-CLOSING METATHESIS CONSTRAINED PHENYLALANINE DERIVATIVES OPTICALLY-ACTIVE BENZOCYCLOBUTENE 2+2+2 CYCLOADDITION STRATEGY PICTET-SPENGLER REACTION BUILDING-BLOCK APPROACH N-ACYLIMINIUM IONS ENYNE METATHESIS |
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Description |
Here we describe several useful strategies to a variety of unusual a-amino acid derivatives and peptides based on "building block" approach. These building blocks are suitable for modification at an amino acid as well as at a peptide level. Moreover, these methods have embedded several points for diversification and are capable of producing a library of modified amino acids and peptides. We have employed highly atom-economic processes such as the Diels-Alder reaction, [2 + 2 + 2] cycloaddition, Suzuki-Miyaura cross-coupling, and olefin metathesis as key steps to assemble various unnatural amino acid derivatives and peptides. In some instances, we have used rongalite to generate Diels-Alder precursors.
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Publisher |
AMER CHEMICAL SOC
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Date |
2014-10-16T06:07:39Z
2014-10-16T06:07:39Z 2013 |
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Type |
Article
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Identifier |
JOURNAL OF ORGANIC CHEMISTRY, 78(24)12288-12313
http://dx.doi.org/10.1021/jo4020722 http://dspace.library.iitb.ac.in/jspui/handle/100/15415 |
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Language |
en
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