Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models
Publication type: Journal Article
Publication date: 2019-01-14
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
30556234
General Chemistry
Catalysis
Abstract
The development of biomimetic chemistry based on the NAD(P)H with hydrogen gas as terminal reductant is a long-standing challenge. Through rational design of the chiral and regenerable NAD(P)H analogues based on planar-chiral ferrocene, a biomimetic asymmetric reduction has been realized using bench-stable Lewis acids as transfer catalysts. A broad set of alkenes and imines could be reduced with up to 98 % yield and 98 % ee, likely enabled by enzyme-like cooperative bifunctional activation. This reaction represents the first general biomimetic asymmetric reduction (BMAR) process enabled by chiral and regenerable NAD(P)H analogues. This concept demonstrates catalytic utility of a chiral coenzyme NAD(P)H in asymmetric catalysis.
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66
Total citations:
66
Citations from 2024:
20
(30.3%)
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GOST
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Wang J. et al. Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models // Angewandte Chemie - International Edition. 2019. Vol. 58. No. 6. pp. 1813-1817.
GOST all authors (up to 50)
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Wang J., Zhu Z. H., Chen M., Chen Q., Zhou Y. Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models // Angewandte Chemie - International Edition. 2019. Vol. 58. No. 6. pp. 1813-1817.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201813400
UR - https://doi.org/10.1002/anie.201813400
TI - Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models
T2 - Angewandte Chemie - International Edition
AU - Wang, Jie
AU - Zhu, Zhou Hao
AU - Chen, Muwang
AU - Chen, Qingan
AU - Zhou, Yonggui
PY - 2019
DA - 2019/01/14
PB - Wiley
SP - 1813-1817
IS - 6
VL - 58
PMID - 30556234
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Wang,
author = {Jie Wang and Zhou Hao Zhu and Muwang Chen and Qingan Chen and Yonggui Zhou},
title = {Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models},
journal = {Angewandte Chemie - International Edition},
year = {2019},
volume = {58},
publisher = {Wiley},
month = {jan},
url = {https://doi.org/10.1002/anie.201813400},
number = {6},
pages = {1813--1817},
doi = {10.1002/anie.201813400}
}
Cite this
MLA
Copy
Wang, Jie, et al. “Catalytic Biomimetic Asymmetric Reduction of Alkenes and Imines Enabled by Chiral and Regenerable NAD(P)H Models.” Angewandte Chemie - International Edition, vol. 58, no. 6, Jan. 2019, pp. 1813-1817. https://doi.org/10.1002/anie.201813400.