Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination
Pei-Yuan Yao
1, 2
,
James R Marshall
1
,
Zefei Xu
2
,
Jesmine Lim
3
,
Simon J. CHARNOCK
3
,
Dunming Zhu
2
,
Nicholas A. Turner
1
3
Prozomix Ltd Building 4, West End Ind. Estate Haltwhistle NE49 9HA UK
|
Publication type: Journal Article
Publication date: 2021-03-09
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
33555620
General Chemistry
Catalysis
Abstract
N‐Substituted α‐amino esters are widely used as chiral intermediates in a range of pharmaceuticals. Here we report the enantioselective biocatalyic synthesis of N‐substituted α‐amino esters through the direct reductive coupling of α‐ketoesters and amines employing sequence diverse metagenomic imine reductases (IREDs). Both enantiomers of N‐substituted α‐amino esters were obtained with high conversion and excellent enantioselectivity under mild reaction conditions. In addition >20 different preparative scale transformations were performed highlighting the scalability of this system.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
|
|
|
Organic Letters
6 publications, 9.52%
|
|
|
Angewandte Chemie
6 publications, 9.52%
|
|
|
Angewandte Chemie - International Edition
6 publications, 9.52%
|
|
|
ChemCatChem
4 publications, 6.35%
|
|
|
Advanced Synthesis and Catalysis
3 publications, 4.76%
|
|
|
ACS Catalysis
3 publications, 4.76%
|
|
|
Molecular Catalysis
3 publications, 4.76%
|
|
|
Chemical Science
2 publications, 3.17%
|
|
|
Organic and Biomolecular Chemistry
2 publications, 3.17%
|
|
|
Green Chemistry
2 publications, 3.17%
|
|
|
Molecules
2 publications, 3.17%
|
|
|
Organic Process Research and Development
2 publications, 3.17%
|
|
|
Catalysis Science and Technology
1 publication, 1.59%
|
|
|
Frontiers in Catalysis
1 publication, 1.59%
|
|
|
Current Opinion in Green and Sustainable Chemistry
1 publication, 1.59%
|
|
|
Journal of Catalysis
1 publication, 1.59%
|
|
|
ChemBioChem
1 publication, 1.59%
|
|
|
Microbial Biotechnology
1 publication, 1.59%
|
|
|
Synfacts
1 publication, 1.59%
|
|
|
Engineering
1 publication, 1.59%
|
|
|
European Journal of Organic Chemistry
1 publication, 1.59%
|
|
|
Journal of Molecular Graphics and Modelling
1 publication, 1.59%
|
|
|
Chemical Society Reviews
1 publication, 1.59%
|
|
|
Bioorganic Chemistry
1 publication, 1.59%
|
|
|
Journal of Organic Chemistry
1 publication, 1.59%
|
|
|
Journal of the American Chemical Society
1 publication, 1.59%
|
|
|
RSC Advances
1 publication, 1.59%
|
|
|
Journal of Membrane Science
1 publication, 1.59%
|
|
|
Advanced Science
1 publication, 1.59%
|
|
|
1
2
3
4
5
6
|
Publishers
|
5
10
15
20
25
|
|
|
Wiley
23 publications, 36.51%
|
|
|
American Chemical Society (ACS)
15 publications, 23.81%
|
|
|
Elsevier
11 publications, 17.46%
|
|
|
Royal Society of Chemistry (RSC)
10 publications, 15.87%
|
|
|
MDPI
2 publications, 3.17%
|
|
|
Frontiers Media S.A.
1 publication, 1.59%
|
|
|
Georg Thieme Verlag KG
1 publication, 1.59%
|
|
|
5
10
15
20
25
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
63
Total citations:
63
Citations from 2025:
16
(25.4%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Yao P. et al. Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 16. pp. 8717-8721.
GOST all authors (up to 50)
Copy
Yao P., Marshall J. R., Xu Z., Lim J., CHARNOCK S. J., Zhu D., Turner N. A. Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 16. pp. 8717-8721.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.202016589
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202016589
TI - Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination
T2 - Angewandte Chemie - International Edition
AU - Yao, Pei-Yuan
AU - Marshall, James R
AU - Xu, Zefei
AU - Lim, Jesmine
AU - CHARNOCK, Simon J.
AU - Zhu, Dunming
AU - Turner, Nicholas A.
PY - 2021
DA - 2021/03/09
PB - Wiley
SP - 8717-8721
IS - 16
VL - 60
PMID - 33555620
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Yao,
author = {Pei-Yuan Yao and James R Marshall and Zefei Xu and Jesmine Lim and Simon J. CHARNOCK and Dunming Zhu and Nicholas A. Turner},
title = {Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination},
journal = {Angewandte Chemie - International Edition},
year = {2021},
volume = {60},
publisher = {Wiley},
month = {mar},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.202016589},
number = {16},
pages = {8717--8721},
doi = {10.1002/anie.202016589}
}
Cite this
MLA
Copy
Yao, Pei-Yuan, et al. “Asymmetric Synthesis of N‐Substituted α‐Amino Esters from α‐Ketoesters via Imine Reductase‐Catalyzed Reductive Amination.” Angewandte Chemie - International Edition, vol. 60, no. 16, Mar. 2021, pp. 8717-8721. https://onlinelibrary.wiley.com/doi/10.1002/anie.202016589.