ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO

Detalhes bibliográficos
Autor(a) principal: Silva,Tamiris R. C.
Data de Publicação: 2021
Outros Autores: Raminelli,Cristiano
Tipo de documento: Artigo
Idioma: por
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000700852
Resumo: STRATEGIES FOR THE SYNTHESIS OF LYSERGIC ACID. (+)-Lysergic acid [(+)-1] is a precursor of several substances with well-established pharmacological properties, including some drugs approved and commercialized around the world. Thus, the importance of (+)-1 as a synthetic target becomes undoubted and various strategies for the synthesis of its tetracyclic core have been reported in the literature. Therefore, in this review article we will address in chronological order the total and formal syntheses of lysergic acid (1), separating them into racemic and chiral/asymmetric syntheses. Until now, there are 24 syntheses described in the literature, namely, 11 total and 13 formal syntheses. Considering all the syntheses accomplished, 15 were planned to produce (±)-lysergic acid [(±)-1] and 9 presented routes to eventually provide (+)-lysergic acid [(+)-1]. A significant evolution regarding approaches and efficiency may be observed since the first synthesis of (±)-1 until the last asymmetric synthesis of (+)-1.
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spelling ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICOtotal synthesisformal synthesisergoline alkaloidslysergic acidSTRATEGIES FOR THE SYNTHESIS OF LYSERGIC ACID. (+)-Lysergic acid [(+)-1] is a precursor of several substances with well-established pharmacological properties, including some drugs approved and commercialized around the world. Thus, the importance of (+)-1 as a synthetic target becomes undoubted and various strategies for the synthesis of its tetracyclic core have been reported in the literature. Therefore, in this review article we will address in chronological order the total and formal syntheses of lysergic acid (1), separating them into racemic and chiral/asymmetric syntheses. Until now, there are 24 syntheses described in the literature, namely, 11 total and 13 formal syntheses. Considering all the syntheses accomplished, 15 were planned to produce (±)-lysergic acid [(±)-1] and 9 presented routes to eventually provide (+)-lysergic acid [(+)-1]. A significant evolution regarding approaches and efficiency may be observed since the first synthesis of (±)-1 until the last asymmetric synthesis of (+)-1.Sociedade Brasileira de Química2021-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000700852Química Nova v.44 n.7 2021reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170744info:eu-repo/semantics/openAccessSilva,Tamiris R. C.Raminelli,Cristianopor2021-09-08T00:00:00Zoai:scielo:S0100-40422021000700852Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2021-09-08T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
title ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
spellingShingle ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
Silva,Tamiris R. C.
total synthesis
formal synthesis
ergoline alkaloids
lysergic acid
title_short ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
title_full ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
title_fullStr ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
title_full_unstemmed ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
title_sort ESTRATÉGIAS PARA A SÍNTESE DO ÁCIDO LISÉRGICO
author Silva,Tamiris R. C.
author_facet Silva,Tamiris R. C.
Raminelli,Cristiano
author_role author
author2 Raminelli,Cristiano
author2_role author
dc.contributor.author.fl_str_mv Silva,Tamiris R. C.
Raminelli,Cristiano
dc.subject.por.fl_str_mv total synthesis
formal synthesis
ergoline alkaloids
lysergic acid
topic total synthesis
formal synthesis
ergoline alkaloids
lysergic acid
description STRATEGIES FOR THE SYNTHESIS OF LYSERGIC ACID. (+)-Lysergic acid [(+)-1] is a precursor of several substances with well-established pharmacological properties, including some drugs approved and commercialized around the world. Thus, the importance of (+)-1 as a synthetic target becomes undoubted and various strategies for the synthesis of its tetracyclic core have been reported in the literature. Therefore, in this review article we will address in chronological order the total and formal syntheses of lysergic acid (1), separating them into racemic and chiral/asymmetric syntheses. Until now, there are 24 syntheses described in the literature, namely, 11 total and 13 formal syntheses. Considering all the syntheses accomplished, 15 were planned to produce (±)-lysergic acid [(±)-1] and 9 presented routes to eventually provide (+)-lysergic acid [(+)-1]. A significant evolution regarding approaches and efficiency may be observed since the first synthesis of (±)-1 until the last asymmetric synthesis of (+)-1.
publishDate 2021
dc.date.none.fl_str_mv 2021-01-01
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=S0100-40422021000700852
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422021000700852
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170744
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 Química Nova v.44 n.7 2021
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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