Regioselective synthesis of C-prenylated flavonoids via intramolecular [1,3] or [1,5] shift reaction catalyzed by acidic clays

Li, Wei; Shu, Liang; Liu, Kexiong; Wang, Qiuan

doi:10.1016/j.tetlet.2019.151138

Cited by 4 publications

(2 citation statements)

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“…Plants produce these compounds in low quantities, thereby excluding plant-based production systems as a viable means of obtaining them. Alternatively, chemical synthesis has been successfully applied for the production of prenylated (iso)flavonoids and stilbenoids on laboratory scale [70,71]. Yet, chemical synthesis of these compounds at industrial scale is challenging due to harsh conditions, low yields, and production of undesirable byproducts.…”

Section: Plant Aromatic Pts As Tools For Microbial Cell Factoriesmentioning

confidence: 99%

Plant Aromatic Prenyltransferases: Tools for Microbial Cell Factories

Bruijn

Levisson

Beekwilder

et al. 2020

Trends in Biotechnology

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This article is made publicly available in the institutional repository of Wageningen University and Research, under the terms of article 25fa of the Dutch Copyright Act, also known as the Amendment Taverne. This has been done with explicit consent by the author.Article 25fa states that the author of a short scientific work funded either wholly or partially by Dutch public funds is entitled to make that work publicly available for no consideration following a reasonable period of time after the work was first published, provided that clear reference is made to the source of the first publication of the work.This publication is distributed under The Association of Universities in the Netherlands (VSNU) 'Article 25fa implementation' project. In this project research outputs of researchers employed by Dutch Universities that comply with the legal requirements of Article 25fa of the Dutch Copyright Act are distributed online and free of cost or other barriers in institutional repositories. Research outputs are distributed six months after their first online publication in the original published version and with proper attribution to the source of the original publication.

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Section: Plant Aromatic Pts As Tools For Microbial Cell Factoriesmentioning

confidence: 99%

Plant Aromatic Prenyltransferases: Tools for Microbial Cell Factories

Bruijn

Levisson

Beekwilder

et al. 2020

Trends in Biotechnology

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show abstract

“…Chemical synthesis of prenylated flavonoids usually relies on multistep sequences involving the protection of hydroxyls, O-prenylation followed by the Claisen rearrangement of the O-to C-isomer and deprotection. [8][9][10][11][12] Alternative approaches are based on Suzuki-Miyaura cross-coupling, which requires prior synthesis of the respective halides or boronic acid derivatives, 13,14 or the use of chemoenzymatic methods. 15,16 Herein, we present the development of a simple, single-step catalytic Friedel-Crafts alkylation of unprotected natural polyphenols using prenyl alcohol and its analogues.…”

Section: Introductionmentioning

confidence: 99%