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dc.contributor.author
Henrion, S.  
dc.contributor.author
Macé, A.  
dc.contributor.author
Vallejos, Margarita  
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Roisnel, T.  
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Carboni, B.  
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Villalgordo, J.M.  
dc.contributor.author
Carreaux, Francois  
dc.date.available
2020-01-30T23:38:19Z  
dc.date.issued
2018-02  
dc.identifier.citation
Henrion, S.; Macé, A.; Vallejos, Margarita; Roisnel, T.; Carboni, B.; et al.; Asymmetric synthesis of: Trans -4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 16; 10; 2-2018; 1672-1678  
dc.identifier.issn
1477-0520  
dc.identifier.uri
http://hdl.handle.net/11336/96348  
dc.description.abstract
An efficient asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones from aldehydes and enantioenriched γ-carbamate alkenylboronates is reported. The cornerstone of this strategy is the implementation of sequential [3,3]-allyl cyanate rearrangement/allylboration/nucleophilic addition/cyclisation reactions. Diverse γ-butyrolactones such as the flavouring compounds, (+)-trans-whiskey lactone and (+)-trans-cognac lactone, as well as an advanced intermediate towards the first synthesis of natural products, (-)-nicotlactone B and (-)-galbacin, have thus been obtained.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Royal Society of Chemistry  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc/2.5/ar/  
dc.subject
ASYMMETRIC SYNTHESIS  
dc.subject
ORGANOBORON COMPOUND  
dc.subject.classification
Química Orgánica  
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Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Asymmetric synthesis of: Trans -4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2019-10-28T16:51:51Z  
dc.journal.volume
16  
dc.journal.number
10  
dc.journal.pagination
1672-1678  
dc.journal.pais
Reino Unido  
dc.journal.ciudad
CAMBRIDGE  
dc.description.fil
Fil: Henrion, S.. Université de Rennes I. Institut des Sciences Chimiques de Rennes; Francia. Centre National de la Recherche Scientifique; Francia  
dc.description.fil
Fil: Macé, A.. Université de Rennes I. Institut des Sciences Chimiques de Rennes; Francia. Centre National de la Recherche Scientifique; Francia  
dc.description.fil
Fil: Vallejos, Margarita. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Química Básica y Aplicada del Nordeste Argentino. Universidad Nacional del Nordeste. Facultad de Ciencias Exactas Naturales y Agrimensura. Instituto de Química Básica y Aplicada del Nordeste Argentino; Argentina  
dc.description.fil
Fil: Roisnel, T.. Université de Rennes I. Institut des Sciences Chimiques de Rennes; Francia. Centre National de la Recherche Scientifique; Francia  
dc.description.fil
Fil: Carboni, B.. Université de Rennes I. Institut des Sciences Chimiques de Rennes; Francia  
dc.description.fil
Fil: Villalgordo, J.M.. Parque Tecnológico de Fuente Alamo. VillaPharma Research; España  
dc.description.fil
Fil: Carreaux, Francois. Centre National de la Recherche Scientifique; Francia. Université de Rennes I. Institut des Sciences Chimiques de Rennes; Francia  
dc.journal.title
Organic & Biomolecular Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C8OB00101D  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1039/C8OB00101D  

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