Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums

Autores
Cankarova, Nadezda; la Venia, Agustina; Krchnak, Viktor
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The stereoselective synthesis of 1,2,11,11atetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)- one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is reported. The synthesis proceeded with full control of stereoselectivity at the newly formed asymmetric carbon, under mild conditions, and using commercially available building blocks. The synthetic route provided high-purity crude products
Fil: Cankarova, Nadezda. Palacký University; República Checa
Fil: la Venia, Agustina. Palacký University; República Checa. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Krchnak, Viktor. Palacký University; República Checa. University of Notre Dame; Estados Unidos
Materia
N-Sulfonyl Iminiums
Polymer-Supported
Sp3 Carbon
Stereoselective
Tetrahydrobenzopyrazinothiadiazinone
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/29734
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl IminiumsCankarova, Nadezdala Venia, AgustinaKrchnak, ViktorN-Sulfonyl IminiumsPolymer-SupportedSp3 CarbonStereoselectiveTetrahydrobenzopyrazinothiadiazinonehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The stereoselective synthesis of 1,2,11,11atetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)- one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is reported. The synthesis proceeded with full control of stereoselectivity at the newly formed asymmetric carbon, under mild conditions, and using commercially available building blocks. The synthetic route provided high-purity crude productsFil: Cankarova, Nadezda. Palacký University; República ChecaFil: la Venia, Agustina. Palacký University; República Checa. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Krchnak, Viktor. Palacký University; República Checa. University of Notre Dame; Estados UnidosAmerican Chemical Society2014-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/29734Cankarova, Nadezda; la Venia, Agustina; Krchnak, Viktor; Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums; American Chemical Society; ACS combinatorial science; 16; 6; 2-2014; 293-3022156-89522156-8944CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/co5000163info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/co5000163info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:10:37Zoai:ri.conicet.gov.ar:11336/29734instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-15 15:10:37.903CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
title Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
spellingShingle Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
Cankarova, Nadezda
N-Sulfonyl Iminiums
Polymer-Supported
Sp3 Carbon
Stereoselective
Tetrahydrobenzopyrazinothiadiazinone
title_short Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
title_full Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
title_fullStr Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
title_full_unstemmed Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
title_sort Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums
dc.creator.none.fl_str_mv Cankarova, Nadezda
la Venia, Agustina
Krchnak, Viktor
author Cankarova, Nadezda
author_facet Cankarova, Nadezda
la Venia, Agustina
Krchnak, Viktor
author_role author
author2 la Venia, Agustina
Krchnak, Viktor
author2_role author
author
dc.subject.none.fl_str_mv N-Sulfonyl Iminiums
Polymer-Supported
Sp3 Carbon
Stereoselective
Tetrahydrobenzopyrazinothiadiazinone
topic N-Sulfonyl Iminiums
Polymer-Supported
Sp3 Carbon
Stereoselective
Tetrahydrobenzopyrazinothiadiazinone
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The stereoselective synthesis of 1,2,11,11atetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)- one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is reported. The synthesis proceeded with full control of stereoselectivity at the newly formed asymmetric carbon, under mild conditions, and using commercially available building blocks. The synthetic route provided high-purity crude products
Fil: Cankarova, Nadezda. Palacký University; República Checa
Fil: la Venia, Agustina. Palacký University; República Checa. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Krchnak, Viktor. Palacký University; República Checa. University of Notre Dame; Estados Unidos
description The stereoselective synthesis of 1,2,11,11atetrahydrobenzo[e]pyrazino[1,2-b][1,2,4]thiadiazin-3(4H)- one 6,6-dioxides on a solid support via tandem N-sulfonyl iminium ion cyclization, followed by nucleophilic addition is reported. The synthesis proceeded with full control of stereoselectivity at the newly formed asymmetric carbon, under mild conditions, and using commercially available building blocks. The synthetic route provided high-purity crude products
publishDate 2014
dc.date.none.fl_str_mv 2014-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/29734
Cankarova, Nadezda; la Venia, Agustina; Krchnak, Viktor; Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums; American Chemical Society; ACS combinatorial science; 16; 6; 2-2014; 293-302
2156-8952
2156-8944
CONICET Digital
CONICET
url http://hdl.handle.net/11336/29734
identifier_str_mv Cankarova, Nadezda; la Venia, Agustina; Krchnak, Viktor; Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzopyrazino-thiadiazinone Dioxides via N-Sulfonyl Iminiums; American Chemical Society; ACS combinatorial science; 16; 6; 2-2014; 293-302
2156-8952
2156-8944
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/co5000163
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/co5000163
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1846083254406348800
score 13.22299

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