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Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions

Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction – ring opening of Erlenmeyer–Plöchl azlactones, i...

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Detalles Bibliográficos
Autores principales: Corti, Vasco, Riccioli, Riccardo, Martinelli, Ada, Sandri, Sofia, Fochi, Mariafrancesca, Bernardi, Luca
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8336586/
https://www.ncbi.nlm.nih.gov/pubmed/34447530
http://dx.doi.org/10.1039/d1sc01442k
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author Corti, Vasco
Riccioli, Riccardo
Martinelli, Ada
Sandri, Sofia
Fochi, Mariafrancesca
Bernardi, Luca
author_facet Corti, Vasco
Riccioli, Riccardo
Martinelli, Ada
Sandri, Sofia
Fochi, Mariafrancesca
Bernardi, Luca
author_sort Corti, Vasco
collection PubMed
description Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction – ring opening of Erlenmeyer–Plöchl azlactones, is presented. The configurations of the two chirality centers of the products are established during each of the two catalytic steps, enabling a stereodivergent process.
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spelling pubmed-83365862021-08-25 Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions Corti, Vasco Riccioli, Riccardo Martinelli, Ada Sandri, Sofia Fochi, Mariafrancesca Bernardi, Luca Chem Sci Chemistry Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction – ring opening of Erlenmeyer–Plöchl azlactones, is presented. The configurations of the two chirality centers of the products are established during each of the two catalytic steps, enabling a stereodivergent process. The Royal Society of Chemistry 2021-06-29 /pmc/articles/PMC8336586/ /pubmed/34447530 http://dx.doi.org/10.1039/d1sc01442k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Corti, Vasco
Riccioli, Riccardo
Martinelli, Ada
Sandri, Sofia
Fochi, Mariafrancesca
Bernardi, Luca
Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title_full Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title_fullStr Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title_full_unstemmed Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title_short Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
title_sort stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8336586/
https://www.ncbi.nlm.nih.gov/pubmed/34447530
http://dx.doi.org/10.1039/d1sc01442k
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