Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies

Detalhes bibliográficos
Autor(a) principal: Moreira,Jardel A.
Data de Publicação: 2000
Outros Autores: Corrêa,Arlene G.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000600010
Resumo: The pine sawfly, Neodiprion sertifer (Geoffrey) (Hymenoptera: Diprionidae), is a widespread and economically important forest insect in North America, Japan and Europe. It has been demonstrated that the main sex pheromone components of this species are acetate or propionate of 3,7-dimethyl-2-pentadecanol (diprionol). We describe herein an enantioselective synthesis of (2R,3R,7S)-diprionol in 12 steps (7.5% overall yield), starting from commercial (-)-isopulegol.
id SBQ-2_d1d5a483dd07a7752c5b74d0d37e6316
oai_identifier_str oai:scielo:S0103-50532000000600010
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies3,7-dimethylpentadecan-2-oldiprionolNeodiprion sertifersex pheromoneThe pine sawfly, Neodiprion sertifer (Geoffrey) (Hymenoptera: Diprionidae), is a widespread and economically important forest insect in North America, Japan and Europe. It has been demonstrated that the main sex pheromone components of this species are acetate or propionate of 3,7-dimethyl-2-pentadecanol (diprionol). We describe herein an enantioselective synthesis of (2R,3R,7S)-diprionol in 12 steps (7.5% overall yield), starting from commercial (-)-isopulegol.Sociedade Brasileira de Química2000-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000600010Journal of the Brazilian Chemical Society v.11 n.6 2000reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532000000600010info:eu-repo/semantics/openAccessMoreira,Jardel A.Corrêa,Arlene G.eng2007-04-03T00:00:00Zoai:scielo:S0103-50532000000600010Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2007-04-03T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
title Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
spellingShingle Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
Moreira,Jardel A.
3,7-dimethylpentadecan-2-ol
diprionol
Neodiprion sertifer
sex pheromone
title_short Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
title_full Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
title_fullStr Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
title_full_unstemmed Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
title_sort Enantioselective synthesis of (2R,3R,7S)-3,7 -dimethylpentadecan-2-ol, sex pheromone component of pine sawflies
author Moreira,Jardel A.
author_facet Moreira,Jardel A.
Corrêa,Arlene G.
author_role author
author2 Corrêa,Arlene G.
author2_role author
dc.contributor.author.fl_str_mv Moreira,Jardel A.
Corrêa,Arlene G.
dc.subject.por.fl_str_mv 3,7-dimethylpentadecan-2-ol
diprionol
Neodiprion sertifer
sex pheromone
topic 3,7-dimethylpentadecan-2-ol
diprionol
Neodiprion sertifer
sex pheromone
description The pine sawfly, Neodiprion sertifer (Geoffrey) (Hymenoptera: Diprionidae), is a widespread and economically important forest insect in North America, Japan and Europe. It has been demonstrated that the main sex pheromone components of this species are acetate or propionate of 3,7-dimethyl-2-pentadecanol (diprionol). We describe herein an enantioselective synthesis of (2R,3R,7S)-diprionol in 12 steps (7.5% overall yield), starting from commercial (-)-isopulegol.
publishDate 2000
dc.date.none.fl_str_mv 2000-12-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000600010
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000600010
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532000000600010
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.11 n.6 2000
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
_version_ 1750318164193837056

Registros relacionados