Literature DB >> 18452299

A cyclotrimerization route to cannabinoids.

Jesse A Teske1, Alexander Deiters.   

Abstract

Three members of the cannabinoid class, cannabinol, cannabinol methyl ether, and cannabinodiol, were synthesized using a microwave-mediated [2 + 2 + 2] cyclotrimerization reaction as the key step. This approach provides a high level of synthetic flexibility allowing for the facile synthesis of cannabinoid analogues.

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Year:  2008        PMID: 18452299     DOI: 10.1021/ol800589e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  The synthesis of lactone-bridged 1,3,5-triphenylbenzene derivatives as pi-expanded coumarin triskelions.

Authors:  Heather A Hintz; Nicholas J Sortedahl; Samantha M Meyer; Daniel A Decato; Bart J Dahl
Journal:  Tetrahedron Lett       Date:  2017-11-06       Impact factor: 2.415

2.  Novel and efficient one-step parallel synthesis of dibenzopyranones via Suzuki-Miyaura cross coupling.

Authors:  Kodumuru Vishnumurthy; Alexandros Makriyannis
Journal:  J Comb Chem       Date:  2010-09-13

3.  Cannabinol inhibits oxytosis/ferroptosis by directly targeting mitochondria independently of cannabinoid receptors.

Authors:  Zhibin Liang; David Soriano-Castell; Devin Kepchia; Brendan M Duggan; Antonio Currais; David Schubert; Pamela Maher
Journal:  Free Radic Biol Med       Date:  2022-01-06       Impact factor: 7.376

Review 4.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

5.  Highly enantioselective access to cannabinoid-type tricyles by organocatalytic Diels-Alder reactions.

Authors:  Stefan Bräse; Nicole Volz; Franziska Gläser; Martin Nieger
Journal:  Beilstein J Org Chem       Date:  2012-08-28       Impact factor: 2.883

6.  An endophytic fungus isolated from finger millet (Eleusine coracana) produces anti-fungal natural products.

Authors:  Walaa K Mousa; Adrian Schwan; Jeffrey Davidson; Philip Strange; Huaizhi Liu; Ting Zhou; France-Isabelle Auzanneau; Manish N Raizada
Journal:  Front Microbiol       Date:  2015-10-21       Impact factor: 5.640

  6 in total

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