Publication
Asymmetric neber reaction in the Synthesis of Chiral 2-(Tetrazol-5-yl)-2H-Azirines
dc.contributor.author | Alves, Claudia | |
dc.contributor.author | Grosso, Carla | |
dc.contributor.author | Barrulas, Pedro | |
dc.contributor.author | Paixao, Jose A. | |
dc.contributor.author | Cardoso, Ana L. | |
dc.contributor.author | Burke, Anthony J. | |
dc.contributor.author | Lemos, Americo | |
dc.contributor.author | Pinho e Melo, Teresa M. V. D. | |
dc.date.accessioned | 2021-06-24T11:35:46Z | |
dc.date.available | 2021-06-24T11:35:46Z | |
dc.date.issued | 2020-04 | |
dc.description.abstract | A successful one-pot methodology for the synthesis of chiral 2-tetrazolyl-2H-azirines has been established, resorting to organocatalysis. The protocol involves the in situ tosylation of beta-ketoxime-1H-tetrazoles followed by the Neber reaction, in the presence of chiral organocatalysts. Among the organocatalysts studied a novel thiourea catalyst derived from 6 beta-aminopenicillanic acid afforded excellent enantioselectivities. | |
dc.description.sponsorship | Portuguese Agency for Scientific Research, 'Fundacao para a Ciencia e a Tecnologia' (FCT) [UID/QUI/00313/2019] | |
dc.description.sponsorship | FCTPortuguese Foundation for Science and TechnologyEuropean Commission [SFRH/BD/130198/2017] | |
dc.description.sponsorship | Evora Chemistry Centre (CQE) through the strategic FCT project [Pest-OE/QUI/UI0619/2019] | |
dc.description.sponsorship | [PD/BD/143159/2019] | |
dc.description.version | info:eu-repo/semantics/publishedVersion | |
dc.identifier.doi | 10.1055/s-0039-1691533 | |
dc.identifier.issn | 0936-5214 | |
dc.identifier.uri | http://hdl.handle.net/10400.1/16529 | |
dc.language.iso | eng | |
dc.peerreviewed | yes | |
dc.publisher | GEORG THIEME VERLAG KG | |
dc.subject | 2H-azirines | |
dc.subject | asymmetric Neber reaction | |
dc.subject | organocatalysis | |
dc.subject | tetrazoles | |
dc.subject | thiourea | |
dc.subject | 6 beta-aminopenicillanic acid | |
dc.subject.other | Chemistry | |
dc.title | Asymmetric neber reaction in the Synthesis of Chiral 2-(Tetrazol-5-yl)-2H-Azirines | |
dc.type | journal article | |
dspace.entity.type | Publication | |
oaire.citation.endPage | 558 | |
oaire.citation.issue | 6 | |
oaire.citation.startPage | 553 | |
oaire.citation.title | Synlett | |
oaire.citation.volume | 31 | |
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 | |
rcaap.type | article | |
relation.isAuthorOfPublication | 70dfe028-027a-4dec-b6e3-1a49c9be9e60 | |
relation.isAuthorOfPublication.latestForDiscovery | 70dfe028-027a-4dec-b6e3-1a49c9be9e60 |
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