An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields, to the corresponding γ-cyanoacids, which on hydrogenation yielded γ-aminoacids. This two step methodology improves upon previously described results. Poor e.e’s resulted from our attempts to drive the enantioselectivity...

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Detalles Bibliográficos
Autores principales: Gil, Salvador, Parra, Margarita, Rodríguez, Pablo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245315/
https://www.ncbi.nlm.nih.gov/pubmed/18463573
http://dx.doi.org/10.3390/molecules13040716
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author Gil, Salvador
Parra, Margarita
Rodríguez, Pablo
author_facet Gil, Salvador
Parra, Margarita
Rodríguez, Pablo
author_sort Gil, Salvador
collection PubMed
description Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields, to the corresponding γ-cyanoacids, which on hydrogenation yielded γ-aminoacids. This two step methodology improves upon previously described results. Poor e.e’s resulted from our attempts to drive the enantioselectivity of this transformation by chiral amide induction.
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spelling pubmed-62453152018-11-26 An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity Gil, Salvador Parra, Margarita Rodríguez, Pablo Molecules Article Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields, to the corresponding γ-cyanoacids, which on hydrogenation yielded γ-aminoacids. This two step methodology improves upon previously described results. Poor e.e’s resulted from our attempts to drive the enantioselectivity of this transformation by chiral amide induction. MDPI 2008-03-27 /pmc/articles/PMC6245315/ /pubmed/18463573 http://dx.doi.org/10.3390/molecules13040716 Text en © 2008 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Gil, Salvador
Parra, Margarita
Rodríguez, Pablo
An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title_full An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title_fullStr An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title_full_unstemmed An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title_short An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity
title_sort efficient synthesis of γ-aminoacids and attempts to drive its enantioselectivity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245315/
https://www.ncbi.nlm.nih.gov/pubmed/18463573
http://dx.doi.org/10.3390/molecules13040716
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