Indium- or Zinc-Mediated One-Pot Synthesis of Homoallylamines, beta-Amino Esters, and beta-Amino Nitriles.
Identifieur interne : 003985 ( Main/Exploration ); précédent : 003984; suivant : 003986Indium- or Zinc-Mediated One-Pot Synthesis of Homoallylamines, beta-Amino Esters, and beta-Amino Nitriles.
Auteurs : RBID : pubmed:10891174Abstract
Homoallylamines, beta-amino esters, and beta-amino nitriles were obtained in a one-pot synthesis directly from an aldehyde and a secondary amine such as dibenzylamine or diallylamine. Their condensation with titanium(IV) isopropoxide generates an intermediate aminoalkoxy titanium complex. Further reaction in THF with nucleophilic organometallic species, generated in situ from indium or zinc and a reactive halide (allyl bromide, alkyl bromo- or iodoacetate, iodoacetonitrile), furnished the corresponding amines.
PubMed: 10891174
Links toward previous steps (curation, corpus...)
Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Indium- or Zinc-Mediated One-Pot Synthesis of Homoallylamines, beta-Amino Esters, and beta-Amino Nitriles.</title>
<author><name sortKey="Choucair" uniqKey="Choucair">Choucair</name>
<affiliation wicri:level="3"><nlm:affiliation>Laboratoire de Synthèses et Activations de Biomolécules, CNRS ESA 6052, Ecole Nationale Supérieure de Chimie de Rennes, Avenue du Général Leclerc, F-35700 Rennes, France.</nlm:affiliation>
<country xml:lang="fr">France</country>
<wicri:regionArea>Laboratoire de Synthèses et Activations de Biomolécules, CNRS ESA 6052, Ecole Nationale Supérieure de Chimie de Rennes, Avenue du Général Leclerc, F-35700 Rennes</wicri:regionArea>
<placeName><region type="region" nuts="2">Région Bretagne</region>
<settlement type="city">Rennes</settlement>
</placeName>
</affiliation>
</author>
<author><name sortKey="Leon" uniqKey="Leon">Léon</name>
</author>
<author><name sortKey="Mire" uniqKey="Mire">Miré</name>
</author>
<author><name sortKey="Lebreton" uniqKey="Lebreton">Lebreton</name>
</author>
<author><name sortKey="Mosset" uniqKey="Mosset">Mosset</name>
</author>
</titleStmt>
<publicationStmt><date when="2000">2000</date>
<idno type="RBID">pubmed:10891174</idno>
<idno type="pmid">10891174</idno>
<idno type="wicri:Area/Main/Corpus">003C44</idno>
<idno type="wicri:Area/Main/Curation">003C44</idno>
<idno type="wicri:Area/Main/Exploration">003985</idno>
</publicationStmt>
</fileDesc>
<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">Homoallylamines, beta-amino esters, and beta-amino nitriles were obtained in a one-pot synthesis directly from an aldehyde and a secondary amine such as dibenzylamine or diallylamine. Their condensation with titanium(IV) isopropoxide generates an intermediate aminoalkoxy titanium complex. Further reaction in THF with nucleophilic organometallic species, generated in situ from indium or zinc and a reactive halide (allyl bromide, alkyl bromo- or iodoacetate, iodoacetonitrile), furnished the corresponding amines.</div>
</front>
</TEI>
<pubmed><MedlineCitation Status="Publisher" Owner="NLM"><PMID Version="1">10891174</PMID>
<DateCreated><Year>2000</Year>
<Month>07</Month>
<Day>12</Day>
</DateCreated>
<Article PubModel="Print"><Journal><ISSN IssnType="Electronic">1523-7052</ISSN>
<JournalIssue CitedMedium="Internet"><Volume>2</Volume>
<Issue>13</Issue>
<PubDate><Year>2000</Year>
<Month>Jun</Month>
<Day>29</Day>
</PubDate>
</JournalIssue>
<Title>Organic letters</Title>
<ISOAbbreviation>Org. Lett.</ISOAbbreviation>
</Journal>
<ArticleTitle>Indium- or Zinc-Mediated One-Pot Synthesis of Homoallylamines, beta-Amino Esters, and beta-Amino Nitriles.</ArticleTitle>
<Pagination><MedlinePgn>1851-1853</MedlinePgn>
</Pagination>
<Abstract><AbstractText>Homoallylamines, beta-amino esters, and beta-amino nitriles were obtained in a one-pot synthesis directly from an aldehyde and a secondary amine such as dibenzylamine or diallylamine. Their condensation with titanium(IV) isopropoxide generates an intermediate aminoalkoxy titanium complex. Further reaction in THF with nucleophilic organometallic species, generated in situ from indium or zinc and a reactive halide (allyl bromide, alkyl bromo- or iodoacetate, iodoacetonitrile), furnished the corresponding amines.</AbstractText>
</Abstract>
<AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Choucair</LastName>
<Initials>B</Initials>
<Affiliation>Laboratoire de Synthèses et Activations de Biomolécules, CNRS ESA 6052, Ecole Nationale Supérieure de Chimie de Rennes, Avenue du Général Leclerc, F-35700 Rennes, France.</Affiliation>
</Author>
<Author ValidYN="Y"><LastName>Léon</LastName>
<Initials>H</Initials>
</Author>
<Author ValidYN="Y"><LastName>Miré</LastName>
<Initials>MA</Initials>
</Author>
<Author ValidYN="Y"><LastName>Lebreton</LastName>
<Initials>C</Initials>
</Author>
<Author ValidYN="Y"><LastName>Mosset</LastName>
<Initials>P</Initials>
</Author>
</AuthorList>
<Language>ENG</Language>
<PublicationTypeList><PublicationType>JOURNAL ARTICLE</PublicationType>
</PublicationTypeList>
</Article>
<MedlineJournalInfo><Country></Country>
<MedlineTA>Org Lett</MedlineTA>
<NlmUniqueID>100890393</NlmUniqueID>
<ISSNLinking>1523-7052</ISSNLinking>
</MedlineJournalInfo>
</MedlineCitation>
<PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2000</Year>
<Month>7</Month>
<Day>13</Day>
</PubMedPubDate>
<PubMedPubDate PubStatus="medline"><Year>2000</Year>
<Month>7</Month>
<Day>13</Day>
</PubMedPubDate>
<PubMedPubDate PubStatus="entrez"><Year>2000</Year>
<Month>7</Month>
<Day>13</Day>
<Hour>0</Hour>
<Minute>0</Minute>
</PubMedPubDate>
</History>
<PublicationStatus>ppublish</PublicationStatus>
<ArticleIdList><ArticleId IdType="pubmed">10891174</ArticleId>
<ArticleId IdType="pii">ol005912k</ArticleId>
</ArticleIdList>
</PubmedData>
</pubmed>
</record>
Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=IndiumV2/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 003985 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 003985 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien |wiki= *** parameter Area/wikiCode missing *** |area= IndiumV2 |flux= Main |étape= Exploration |type= RBID |clé= pubmed:10891174 |texte= Indium- or Zinc-Mediated One-Pot Synthesis of Homoallylamines, beta-Amino Esters, and beta-Amino Nitriles. }}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Main/Exploration/RBID.i -Sk "pubmed:10891174" \ | HfdSelect -Kh $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd \ | NlmPubMed2Wicri -a IndiumV2
This area was generated with Dilib version V0.5.76. |