Total Synthesis and Structural Elucidation of Cryptolatifolione

An enantioselective total synthesis of Cryptolatifolione and its C-8 epimer is presented in a protecting-group-free fashion. The synthesis relied on the use of a catalytic double Krische allylation, catalytic olefin metathesis and a C-H oxidation. Comparison of spectroscopical data of the synthetic...

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Detalles Bibliográficos
Autores: Novaes, Luiz F. T., Sarotti, Ariel Marcelo, Pilli, Ronaldo A.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2015
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/6046
Acceso en línea:http://hdl.handle.net/11336/6046
Access Level:acceso abierto
Palabra clave:Total Synthesis
Cryptolatilfolione
Stereochemical Assignment
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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spelling Total Synthesis and Structural Elucidation of CryptolatifolioneNovaes, Luiz F. T.Sarotti, Ariel MarceloPilli, Ronaldo A.Total SynthesisCryptolatilfolioneStereochemical Assignmenthttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1An enantioselective total synthesis of Cryptolatifolione and its C-8 epimer is presented in a protecting-group-free fashion. The synthesis relied on the use of a catalytic double Krische allylation, catalytic olefin metathesis and a C-H oxidation. Comparison of spectroscopical data of the synthetic isomers and natural product made possible the unequivocally elucidation of the absolute configuration of Cryptolatifolione.Fil: Novaes, Luiz F. T.. Universidade Estadual de Campinas; BrasilFil: Sarotti, Ariel Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Rosario. Instituto de Química Rosario; ArgentinaFil: Pilli, Ronaldo A.. Universidade Estadual de Campinas; BrasilRoyal Society of Chemistry2015-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/6046Novaes, Luiz F. T.; Sarotti, Ariel Marcelo; Pilli, Ronaldo A.; Total Synthesis and Structural Elucidation of Cryptolatifolione; Royal Society of Chemistry; RSC Advances; 5; 66; 6-2015; 53471-534762046-2069enginfo:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2015/RA/C5RA09186Ainfo:eu-repo/semantics/altIdentifier/doi/10.1039/C5RA09186Ainfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:10:12Zoai:ri.conicet.gov.ar:11336/6046instacron: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:34982024-05-08 14:10:13.195CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Total Synthesis and Structural Elucidation of Cryptolatifolione
title Total Synthesis and Structural Elucidation of Cryptolatifolione
spellingShingle Total Synthesis and Structural Elucidation of Cryptolatifolione
Novaes, Luiz F. T.
Total Synthesis
Cryptolatilfolione
Stereochemical Assignment
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Total Synthesis and Structural Elucidation of Cryptolatifolione
title_full Total Synthesis and Structural Elucidation of Cryptolatifolione
title_fullStr Total Synthesis and Structural Elucidation of Cryptolatifolione
title_full_unstemmed Total Synthesis and Structural Elucidation of Cryptolatifolione
title_sort Total Synthesis and Structural Elucidation of Cryptolatifolione
dc.creator.none.fl_str_mv Novaes, Luiz F. T.
Sarotti, Ariel Marcelo
Pilli, Ronaldo A.
author Novaes, Luiz F. T.
author_facet Novaes, Luiz F. T.
Sarotti, Ariel Marcelo
Pilli, Ronaldo A.
author_role author
author2 Sarotti, Ariel Marcelo
Pilli, Ronaldo A.
author2_role author
author
dc.subject.none.fl_str_mv Total Synthesis
Cryptolatilfolione
Stereochemical Assignment
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic Total Synthesis
Cryptolatilfolione
Stereochemical Assignment
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description An enantioselective total synthesis of Cryptolatifolione and its C-8 epimer is presented in a protecting-group-free fashion. The synthesis relied on the use of a catalytic double Krische allylation, catalytic olefin metathesis and a C-H oxidation. Comparison of spectroscopical data of the synthetic isomers and natural product made possible the unequivocally elucidation of the absolute configuration of Cryptolatifolione.
publishDate 2015
dc.date.none.fl_str_mv 2015-06
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/11336/6046
Novaes, Luiz F. T.; Sarotti, Ariel Marcelo; Pilli, Ronaldo A.; Total Synthesis and Structural Elucidation of Cryptolatifolione; Royal Society of Chemistry; RSC Advances; 5; 66; 6-2015; 53471-53476
2046-2069
url http://hdl.handle.net/11336/6046
identifier_str_mv Novaes, Luiz F. T.; Sarotti, Ariel Marcelo; Pilli, Ronaldo A.; Total Synthesis and Structural Elucidation of Cryptolatifolione; Royal Society of Chemistry; RSC Advances; 5; 66; 6-2015; 53471-53476
2046-2069
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2015/RA/C5RA09186A
info:eu-repo/semantics/altIdentifier/doi/10.1039/C5RA09186A
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
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
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score 15.198674

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