Publication
A hetero-Diels-Alder approach to functionalized 1H-tetrazoles: synthesis of tetrazolyl-1,2-oxazines, -oximes and 5-(1-aminoalkyl)-1H-tetrazoles
| dc.contributor.author | Lopes, Susana M. M. | |
| dc.contributor.author | Lemos, A. | |
| dc.contributor.author | Melo, Teresa M. V. D. Pinho e | |
| dc.date.accessioned | 2014-12-15T14:19:32Z | |
| dc.date.available | 2014-12-15T14:19:32Z | |
| dc.date.issued | 2010-12-22 | |
| dc.date.updated | 2014-12-11T11:25:13Z | |
| dc.description.abstract | This work describes the first and unprecedented examples of inverse electron demand Diels–Alder reactions of 5-(1-nitrosovinyl)-1-phenyl-1H-tetrazole, generated in situ from the corresponding bromooxime, with electron rich alkenes and heterocycles, providing in good overall yields tetrazolyl-1,2-oxazines and -oximes. Upon subsequent reduction these allowed the access to 5-(1-aminoalkyl)-1H-tetrazoles, paving the way for a new entry into this important class of compounds, bioisosteres of a-amino acids. | por |
| dc.identifier.citation | Lopes, S.M.M.; Lemos, A.; Melo, T.M.V.D.P.E.A hetero-Diels-Alder approach to functionalized 1H-tetrazoles: Synthesis of tetrazolyl-1,2-oxazines, -oximes and 5-(1-aminoalkyl)-1H-tetrazoles, Tetrahedron Letters, 51, 51, 6756-67, 2010. | por |
| dc.identifier.doi | http://dx.doi.org/10.1016/j.tetlet.2010.10.095 | |
| dc.identifier.issn | 0040-4039 | |
| dc.identifier.other | AUT: ALE01411 | |
| dc.identifier.uri | http://hdl.handle.net/10400.1/5685 | |
| dc.language.iso | por | por |
| dc.peerreviewed | yes | por |
| dc.publisher | Elsevier | por |
| dc.relation.publisherversion | http://www.sciencedirect.com/science/article/pii/S0040403910018964# | por |
| dc.subject | 5-(1-Aminoalkyl)-1H-tetrazoles | por |
| dc.subject | Nitrosovinyltetrazole | por |
| dc.subject | Cycloaddition | por |
| dc.subject | Oxime | por |
| dc.subject | Oxazine | por |
| dc.title | A hetero-Diels-Alder approach to functionalized 1H-tetrazoles: synthesis of tetrazolyl-1,2-oxazines, -oximes and 5-(1-aminoalkyl)-1H-tetrazoles | por |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 6759 | por |
| oaire.citation.issue | 51 | por |
| oaire.citation.startPage | 6756 | por |
| oaire.citation.title | Tetrahedron Letters | por |
| oaire.citation.volume | 51 | por |
| person.familyName | Lemos | |
| person.givenName | Americo | |
| person.identifier.ciencia-id | A81D-6DC7-31E4 | |
| person.identifier.orcid | 0000-0001-9588-4555 | |
| person.identifier.rid | B-4892-2008 | |
| person.identifier.scopus-author-id | 11139694000 | |
| rcaap.rights | restrictedAccess | por |
| rcaap.type | article | por |
| relation.isAuthorOfPublication | 70dfe028-027a-4dec-b6e3-1a49c9be9e60 | |
| relation.isAuthorOfPublication.latestForDiscovery | 70dfe028-027a-4dec-b6e3-1a49c9be9e60 |