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dc.contributor.author
Ventosa Andrés, Pilar
dc.contributor.author
la Venia, Agustina
dc.contributor.author
Ripoll, Carlos Alfonso Barea
dc.contributor.author
Hradilová, Ludmila
dc.contributor.author
Krchnak, Viktor
dc.date.available
2018-07-20T19:35:21Z
dc.date.issued
2015-09
dc.identifier.citation
Ventosa Andrés, Pilar; la Venia, Agustina; Ripoll, Carlos Alfonso Barea; Hradilová, Ludmila; Krchnak, Viktor; Synthesis of Nature-Inspired Medium-Sized Fused Heterocycles from Amino Acids; Wiley VCH Verlag; Chemistry- A European Journal; 21; 37; 9-2015; 13112-13119
dc.identifier.issn
0947-6539
dc.identifier.uri
http://hdl.handle.net/11336/52782
dc.description.abstract
Herein, we describe the synthesis of molecular scaffolds consisting of medium-sized fused heterocycles using amino acids, which are some of the most useful building blocks used by nature as well as chemists to create structural diversity. The acyclic precursors were assembled by using traditional Merrifield solid-phase peptide synthesis, and cyclization was carried out through acid-mediated tandem endocyclic N-acyliminium ion formation, followed by nucleophilic addition with internal nucleophiles. The synthesis of molecular scaffolds consisting of seven-, eight-, and nine-membered rings proceeded with full stereocontrol of the newly generated stereogenic center in most cases.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Wiley VCH Verlag
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
Cyclization
dc.subject
Drug Discovery
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Fused-Ring Systems
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Regioselectivity
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Solid-Phase Synthesis
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Otras Ciencias Químicas
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Synthesis of Nature-Inspired Medium-Sized Fused Heterocycles from Amino Acids
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2018-07-20T18:03:04Z
dc.journal.volume
21
dc.journal.number
37
dc.journal.pagination
13112-13119
dc.journal.pais
Alemania
dc.journal.ciudad
Weinheim
dc.description.fil
Fil: Ventosa Andrés, Pilar. Palacky University; República Checa
dc.description.fil
Fil: la Venia, Agustina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Palacky University; República Checa
dc.description.fil
Fil: Ripoll, Carlos Alfonso Barea. Palacky University; República Checa
dc.description.fil
Fil: Hradilová, Ludmila. Farmak; República Checa
dc.description.fil
Fil: Krchnak, Viktor. Palacky University; República Checa. University of Notre Dame; Estados Unidos
dc.journal.title
Chemistry- A European Journal
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://dx.doi.org/10.1002/chem.201501746
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201501746
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