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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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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. |
format | Online Article Text |
id | pubmed-8336586 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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