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8-Prenylflavanones through microwave promoted tandem claisen rearrangement/6-endo-trig cyclization and cross metathesis

  • Prenylated flavanones were obtained from ortho-allyloxy chalcones through a one-pot sequence of Claisen rearrangement and 6-endo-trig cyclization, followed by olefin cross metathesis of the intermediate allyl flavanones with 2-methyl-2-butene. The synthetic utility of this route is illustrated for the synthesis of several naturally occurring prenyl flavanones.

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Author details:Christiane SchultzeGND, Stefan Foß, Bernd SchmidtORCiDGND
DOI:https://doi.org/10.1002/ejoc.202001378
ISSN:1434-193X
ISSN:1099-0690
Title of parent work (English):European journal of organic chemistry
Publisher:Wiley-VCH
Place of publishing:Weinheim
Publication type:Article
Language:English
Date of first publication:2020/10/30
Publication year:2020
Release date:2022/11/25
Tag:arenes; microwave chemistry; oxygen heterocycles; rearrangement; tandem reactions
Volume:2020
Issue:47
Number of pages:12
First page:7373
Last Page:7384
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
DDC classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Peer review:Referiert
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