Indium-promoted diastereoselective addition of fluorinated haloallylic derivatives to imines.
Identifieur interne : 000139 ( Main/Exploration ); précédent : 000138; suivant : 000140Indium-promoted diastereoselective addition of fluorinated haloallylic derivatives to imines.
Auteurs : RBID : pubmed:24620849Abstract
We report herein the first general access to fluorinated homoallylic amines by means of an addition of fluorinated organoindium reagent. The corresponding amines were obtained in good to excellent yield with excellent diastereoisomeric ratio. A plausible mechanism is proposed to explain the stereochemical outcome of the reaction based on the X-ray structure of the products.
DOI: 10.1021/jo402810s
PubMed: 24620849
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Indium-promoted diastereoselective addition of fluorinated haloallylic derivatives to imines.</title><author><name sortKey="Lemonnier, Gerald" uniqKey="Lemonnier G">Gérald Lemonnier</name><affiliation wicri:level="3"><nlm:affiliation>Normandie Université , COBRA, UMR 6014 et FR 3038, Université Rouen, INSA Rouen , CNRS, 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.</nlm:affiliation><country xml:lang="fr">France</country><wicri:regionArea>Normandie Université , COBRA, UMR 6014 et FR 3038, Université Rouen, INSA Rouen , CNRS, 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex</wicri:regionArea><placeName><region type="region" nuts="2">Haute-Normandie</region><settlement type="city">Mont Saint-Aignan</settlement></placeName></affiliation></author><author><name sortKey="Van Hijfte, Nathalie" uniqKey="Van Hijfte N">Nathalie Van Hijfte</name></author><author><name sortKey="Poisson, Thomas" uniqKey="Poisson T">Thomas Poisson</name></author><author><name sortKey="Couve Bonnaire, Samuel" uniqKey="Couve Bonnaire S">Samuel Couve-Bonnaire</name></author><author><name sortKey="Pannecoucke, Xavier" uniqKey="Pannecoucke X">Xavier Pannecoucke</name></author></titleStmt><publicationStmt><date when="2014">2014</date><idno type="doi">10.1021/jo402810s</idno><idno type="RBID">pubmed:24620849</idno><idno type="pmid">24620849</idno><idno type="wicri:Area/Main/Corpus">000122</idno><idno type="wicri:Area/Main/Curation">000122</idno><idno type="wicri:Area/Main/Exploration">000139</idno></publicationStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">We report herein the first general access to fluorinated homoallylic amines by means of an addition of fluorinated organoindium reagent. The corresponding amines were obtained in good to excellent yield with excellent diastereoisomeric ratio. A plausible mechanism is proposed to explain the stereochemical outcome of the reaction based on the X-ray structure of the products.</div></front></TEI><pubmed><MedlineCitation Owner="NLM" Status="In-Process"><PMID Version="1">24620849</PMID><DateCreated><Year>2014</Year><Month>04</Month><Day>04</Day></DateCreated><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1520-6904</ISSN><JournalIssue CitedMedium="Internet"><Volume>79</Volume><Issue>7</Issue><PubDate><Year>2014</Year><Month>Apr</Month><Day>4</Day></PubDate></JournalIssue><Title>The Journal of organic chemistry</Title><ISOAbbreviation>J. Org. Chem.</ISOAbbreviation></Journal><ArticleTitle>Indium-promoted diastereoselective addition of fluorinated haloallylic derivatives to imines.</ArticleTitle><Pagination><MedlinePgn>2916-25</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1021/jo402810s</ELocationID><Abstract><AbstractText>We report herein the first general access to fluorinated homoallylic amines by means of an addition of fluorinated organoindium reagent. The corresponding amines were obtained in good to excellent yield with excellent diastereoisomeric ratio. A plausible mechanism is proposed to explain the stereochemical outcome of the reaction based on the X-ray structure of the products.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Lemonnier</LastName><ForeName>Gérald</ForeName><Initials>G</Initials><Affiliation>Normandie Université , COBRA, UMR 6014 et FR 3038, Université Rouen, INSA Rouen , CNRS, 1 rue Tesnière, 76821 Mont Saint-Aignan Cedex, France.</Affiliation></Author><Author ValidYN="Y"><LastName>Van Hijfte</LastName><ForeName>Nathalie</ForeName><Initials>N</Initials></Author><Author ValidYN="Y"><LastName>Poisson</LastName><ForeName>Thomas</ForeName><Initials>T</Initials></Author><Author ValidYN="Y"><LastName>Couve-Bonnaire</LastName><ForeName>Samuel</ForeName><Initials>S</Initials></Author><Author ValidYN="Y"><LastName>Pannecoucke</LastName><ForeName>Xavier</ForeName><Initials>X</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType>Journal Article</PublicationType><PublicationType>Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2014</Year><Month>03</Month><Day>27</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>J Org Chem</MedlineTA><NlmUniqueID>2985193R</NlmUniqueID><ISSNLinking>0022-3263</ISSNLinking></MedlineJournalInfo><CitationSubset>IM</CitationSubset></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="aheadofprint"><Year>2014</Year><Month>3</Month><Day>27</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2014</Year><Month>3</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2014</Year><Month>3</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2014</Year><Month>3</Month><Day>14</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="doi">10.1021/jo402810s</ArticleId><ArticleId IdType="pubmed">24620849</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
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