Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids

A novel special designed, stable, and recyclable chiral ligand bearing a quaternary carbon was developed for chemical dynamic kinetic resolution (DKR) of free C,N-unprotected racemic α-amino acids via Schiff base intermediates. This method furnishes high yields with excellent enantioselectivity, has...

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Autores principales: Shu, Shuangjie, Zhao, Liang, Zhou, Shengbin, Wu, Chenglin, Liu, Hong, Wang, Jiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6630268/
https://www.ncbi.nlm.nih.gov/pubmed/31200582
http://dx.doi.org/10.3390/molecules24122218
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author Shu, Shuangjie
Zhao, Liang
Zhou, Shengbin
Wu, Chenglin
Liu, Hong
Wang, Jiang
author_facet Shu, Shuangjie
Zhao, Liang
Zhou, Shengbin
Wu, Chenglin
Liu, Hong
Wang, Jiang
author_sort Shu, Shuangjie
collection PubMed
description A novel special designed, stable, and recyclable chiral ligand bearing a quaternary carbon was developed for chemical dynamic kinetic resolution (DKR) of free C,N-unprotected racemic α-amino acids via Schiff base intermediates. This method furnishes high yields with excellent enantioselectivity, has a broad substrate scope, and uses operationally simple and convenient conditions. The present chemical DKR is a practical and useful method for the preparation of enantiopure α-amino acids.
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spelling pubmed-66302682019-08-19 Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids Shu, Shuangjie Zhao, Liang Zhou, Shengbin Wu, Chenglin Liu, Hong Wang, Jiang Molecules Article A novel special designed, stable, and recyclable chiral ligand bearing a quaternary carbon was developed for chemical dynamic kinetic resolution (DKR) of free C,N-unprotected racemic α-amino acids via Schiff base intermediates. This method furnishes high yields with excellent enantioselectivity, has a broad substrate scope, and uses operationally simple and convenient conditions. The present chemical DKR is a practical and useful method for the preparation of enantiopure α-amino acids. MDPI 2019-06-13 /pmc/articles/PMC6630268/ /pubmed/31200582 http://dx.doi.org/10.3390/molecules24122218 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Shu, Shuangjie
Zhao, Liang
Zhou, Shengbin
Wu, Chenglin
Liu, Hong
Wang, Jiang
Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title_full Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title_fullStr Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title_full_unstemmed Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title_short Recyclable and Stable α-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected α-Amino Acids
title_sort recyclable and stable α-methylproline-derived chiral ligands for the chemical dynamic kinetic resolution of free c,n-unprotected α-amino acids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6630268/
https://www.ncbi.nlm.nih.gov/pubmed/31200582
http://dx.doi.org/10.3390/molecules24122218
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