Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids

With the rapid development of biomimetic asymmetric reduction, the demand for efficient chiral and regenerable NAD(P)H models is growing rapidly. Herein, a new class of [2.2]paracyclophane-based chiral and regenerable NAD(P)H models (CYNAMs) was designed and synthesized. The first enantioselective b...

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Detalles Bibliográficos
Autores principales: Zhu, Zhou-Hao, Ding, Yi-Xuan, Wu, Bo, Zhou, Yong-Gui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162316/
https://www.ncbi.nlm.nih.gov/pubmed/34094287
http://dx.doi.org/10.1039/d0sc04188b
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author Zhu, Zhou-Hao
Ding, Yi-Xuan
Wu, Bo
Zhou, Yong-Gui
author_facet Zhu, Zhou-Hao
Ding, Yi-Xuan
Wu, Bo
Zhou, Yong-Gui
author_sort Zhu, Zhou-Hao
collection PubMed
description With the rapid development of biomimetic asymmetric reduction, the demand for efficient chiral and regenerable NAD(P)H models is growing rapidly. Herein, a new class of [2.2]paracyclophane-based chiral and regenerable NAD(P)H models (CYNAMs) was designed and synthesized. The first enantioselective biomimetic reduction of tetrasubstituted alkene flavonoids has been successfully realized through enzyme-like cooperative bifunctional activation, giving chiral flavanones with up to 99% yield and 99% ee.
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spelling pubmed-81623162021-06-04 Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids Zhu, Zhou-Hao Ding, Yi-Xuan Wu, Bo Zhou, Yong-Gui Chem Sci Chemistry With the rapid development of biomimetic asymmetric reduction, the demand for efficient chiral and regenerable NAD(P)H models is growing rapidly. Herein, a new class of [2.2]paracyclophane-based chiral and regenerable NAD(P)H models (CYNAMs) was designed and synthesized. The first enantioselective biomimetic reduction of tetrasubstituted alkene flavonoids has been successfully realized through enzyme-like cooperative bifunctional activation, giving chiral flavanones with up to 99% yield and 99% ee. The Royal Society of Chemistry 2020-09-10 /pmc/articles/PMC8162316/ /pubmed/34094287 http://dx.doi.org/10.1039/d0sc04188b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhu, Zhou-Hao
Ding, Yi-Xuan
Wu, Bo
Zhou, Yong-Gui
Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title_full Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title_fullStr Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title_full_unstemmed Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title_short Design and synthesis of chiral and regenerable [2.2]paracyclophane-based NAD(P)H models and application in biomimetic reduction of flavonoids
title_sort design and synthesis of chiral and regenerable [2.2]paracyclophane-based nad(p)h models and application in biomimetic reduction of flavonoids
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162316/
https://www.ncbi.nlm.nih.gov/pubmed/34094287
http://dx.doi.org/10.1039/d0sc04188b
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