Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids
Identifieur interne : 001740 ( Main/Exploration ); précédent : 001739; suivant : 001741Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids
Auteurs : Jorge A. R. Salvador [Portugal] ; Vânia M. Moreira [Portugal] ; Rui M. A. Pinto ; Ana S. Leal ; Christophe Le Roux [France]Source :
- Advanced Synthesis & Catalysis [ 1615-4150 ] ; 2011-10.
English descriptors
- KwdEn :
Abstract
The bismuth(III) triflate‐based catalytic direct opening of oleanolic hydroxy‐γ‐lactones affords the corresponding 12‐oxo‐28‐carboxylic acid derivatives, in both acetonitrile and dichloromethane, at reflux, in high yields. Participation of an in situ generated Brønsted acid species from bismuth(III) triflate is most likely involved in the reaction mechanism. Full structural elucidation of the products obtained has been performed by 1D and 2D NMR techniques.
Url:
DOI: 10.1002/adsc.201100155
Affiliations:
- France, Portugal
- Midi-Pyrénées, Occitanie (région administrative)
- Toulouse
- Université Toulouse III - Paul Sabatier
Links toward previous steps (curation, corpus...)
- to stream Istex, to step Corpus: 000609
- to stream Istex, to step Curation: 000609
- to stream Istex, to step Checkpoint: 000396
- to stream Main, to step Merge: 001821
- to stream Main, to step Curation: 001740
Le document en format XML
<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title xml:lang="en">Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids</title><author><name sortKey="Salvador, Jorge A R" sort="Salvador, Jorge A R" uniqKey="Salvador J" first="Jorge A. R." last="Salvador">Jorge A. R. Salvador</name></author><author><name sortKey="Moreira, Vania M" sort="Moreira, Vania M" uniqKey="Moreira V" first="Vânia M." last="Moreira">Vânia M. Moreira</name></author><author><name sortKey="Pinto, Rui M A" sort="Pinto, Rui M A" uniqKey="Pinto R" first="Rui M. A." last="Pinto">Rui M. A. Pinto</name></author><author><name sortKey="Leal, Ana S" sort="Leal, Ana S" uniqKey="Leal A" first="Ana S." last="Leal">Ana S. Leal</name></author><author><name sortKey="Le Roux, Christophe" sort="Le Roux, Christophe" uniqKey="Le Roux C" first="Christophe" last="Le Roux">Christophe Le Roux</name></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:5F34D054E3252006AC2629CD0AF5C44A6E803405</idno><date when="2011" year="2011">2011</date><idno type="doi">10.1002/adsc.201100155</idno><idno type="url">https://api.istex.fr/document/5F34D054E3252006AC2629CD0AF5C44A6E803405/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">000609</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">000609</idno><idno type="wicri:Area/Istex/Curation">000609</idno><idno type="wicri:Area/Istex/Checkpoint">000396</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Checkpoint">000396</idno><idno type="wicri:doubleKey">1615-4150:2011:Salvador J:bismuth:iii:triflate</idno><idno type="wicri:Area/Main/Merge">001821</idno><idno type="wicri:Area/Main/Curation">001740</idno><idno type="wicri:Area/Main/Exploration">001740</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a" type="main" xml:lang="en">Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids</title><author><name sortKey="Salvador, Jorge A R" sort="Salvador, Jorge A R" uniqKey="Salvador J" first="Jorge A. R." last="Salvador">Jorge A. R. Salvador</name><affiliation></affiliation><affiliation wicri:level="1"><country xml:lang="fr">Portugal</country><wicri:regionArea>Centro de Neurociências e Biologia Celular, Universidade de Coimbra, 3004‐517 Coimbra</wicri:regionArea><wicri:noRegion>3004‐517 Coimbra</wicri:noRegion></affiliation><affiliation></affiliation></author><author><name sortKey="Moreira, Vania M" sort="Moreira, Vania M" uniqKey="Moreira V" first="Vânia M." last="Moreira">Vânia M. Moreira</name><affiliation></affiliation><affiliation wicri:level="1"><country xml:lang="fr">Portugal</country><wicri:regionArea>Centro de Química de Coimbra, Faculdade de Ciências e Tecnologia da Universidade de Coimbra, Rua Larga, 3004‐535 Coimbra</wicri:regionArea><wicri:noRegion>3004‐535 Coimbra</wicri:noRegion></affiliation></author><author><name sortKey="Pinto, Rui M A" sort="Pinto, Rui M A" uniqKey="Pinto R" first="Rui M. A." last="Pinto">Rui M. A. Pinto</name><affiliation><wicri:noCountry code="subField">(+351)‐239‐488‐400</wicri:noCountry></affiliation></author><author><name sortKey="Leal, Ana S" sort="Leal, Ana S" uniqKey="Leal A" first="Ana S." last="Leal">Ana S. Leal</name><affiliation><wicri:noCountry code="subField">(+351)‐239‐488‐400</wicri:noCountry></affiliation></author><author><name sortKey="Le Roux, Christophe" sort="Le Roux, Christophe" uniqKey="Le Roux C" first="Christophe" last="Le Roux">Christophe Le Roux</name><affiliation wicri:level="4"><country xml:lang="fr">France</country><wicri:regionArea>Laboratoire Hétérochimie Fondamentale et Appliquée, Université Paul Sabatier, 118, route de Narbonne, 31062 Toulouse Cedex 9</wicri:regionArea><placeName><region type="region" nuts="2">Occitanie (région administrative)</region><region type="old region" nuts="2">Midi-Pyrénées</region><settlement type="city">Toulouse</settlement></placeName><orgName type="university">Université Toulouse III - Paul Sabatier</orgName></affiliation></author></analytic><monogr></monogr><series><title level="j">Advanced Synthesis & Catalysis</title><title level="j" type="abbrev">Adv. Synth. Catal.</title><idno type="ISSN">1615-4150</idno><idno type="eISSN">1615-4169</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2011-10">2011-10</date><biblScope unit="volume">353</biblScope><biblScope unit="issue">14‐15</biblScope><biblScope unit="page" from="2637">2637</biblScope><biblScope unit="page" to="2642">2642</biblScope></imprint><idno type="ISSN">1615-4150</idno></series><idno type="istex">5F34D054E3252006AC2629CD0AF5C44A6E803405</idno><idno type="DOI">10.1002/adsc.201100155</idno><idno type="ArticleID">ADSC201100155</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1615-4150</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>12‐oxo‐28‐carboxylic acids</term><term>bismuth(III) triflate</term><term>hydroxylactones</term><term>oleanolic compounds</term><term>pentacyclic triterpenoids</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The bismuth(III) triflate‐based catalytic direct opening of oleanolic hydroxy‐γ‐lactones affords the corresponding 12‐oxo‐28‐carboxylic acid derivatives, in both acetonitrile and dichloromethane, at reflux, in high yields. Participation of an in situ generated Brønsted acid species from bismuth(III) triflate is most likely involved in the reaction mechanism. Full structural elucidation of the products obtained has been performed by 1D and 2D NMR techniques.</div></front></TEI><affiliations><list><country><li>France</li><li>Portugal</li></country><region><li>Midi-Pyrénées</li><li>Occitanie (région administrative)</li></region><settlement><li>Toulouse</li></settlement><orgName><li>Université Toulouse III - Paul Sabatier</li></orgName></list><tree><noCountry><name sortKey="Leal, Ana S" sort="Leal, Ana S" uniqKey="Leal A" first="Ana S." last="Leal">Ana S. Leal</name><name sortKey="Pinto, Rui M A" sort="Pinto, Rui M A" uniqKey="Pinto R" first="Rui M. A." last="Pinto">Rui M. A. Pinto</name></noCountry><country name="Portugal"><noRegion><name sortKey="Salvador, Jorge A R" sort="Salvador, Jorge A R" uniqKey="Salvador J" first="Jorge A. R." last="Salvador">Jorge A. R. Salvador</name></noRegion><name sortKey="Moreira, Vania M" sort="Moreira, Vania M" uniqKey="Moreira V" first="Vânia M." last="Moreira">Vânia M. Moreira</name></country><country name="France"><region name="Occitanie (région administrative)"><name sortKey="Le Roux, Christophe" sort="Le Roux, Christophe" uniqKey="Le Roux C" first="Christophe" last="Le Roux">Christophe Le Roux</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Sante/explor/ParkinsonFranceV1/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 001740 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 001740 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Wicri/Sante
|area= ParkinsonFranceV1
|flux= Main
|étape= Exploration
|type= RBID
|clé= ISTEX:5F34D054E3252006AC2629CD0AF5C44A6E803405
|texte= Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids
}}
| This area was generated with Dilib version V0.6.29. |  |