Literature DB >> 23730958

Total syntheses of cannabicyclol, clusiacyclol A and B, iso-eriobrucinol A and B, and eriobrucinol.

Hyun-Suk Yeom1, Hui Li, Yu Tang, Richard P Hsung.   

Abstract

Total syntheses of a series of chromane natural products that contain a cyclobutane ring are described. A unified theme in the strategy employed for all these syntheses is an oxa-[3 + 3] annulation for constructing the chromane nucleus and a stepwise cationic [2 + 2] cycloaddition for the cyclobutane formation. More importantly, the two reactions could be rendered in tandem, thereby providing an expeditious approach to this family of natural products.

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Year:  2013        PMID: 23730958     DOI: 10.1021/ol401335u

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


  4 in total

1.  Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Cyclobutanes.

Authors:  Zachary J Garlets; Benjamin D Wertz; Wenbin Liu; Eric A Voight; Huw M L Davies
Journal:  Chem       Date:  2020-01-09       Impact factor: 22.804

Review 2.  Recent advances in the synthesis of gem-dimethylcyclobutane natural products.

Authors:  Erin N Hancock; Johannes M Wiest; M Kevin Brown
Journal:  Nat Prod Rep       Date:  2019-10-16       Impact factor: 13.423

3.  Photochemistry of Cannabidiol (CBD) Revised. A Combined Preparative and Spectrometric Investigation.

Authors:  Paolo Seccamani; Chiara Franco; Stefano Protti; Alessio Porta; Antonella Profumo; Diego Caprioglio; Stefano Salamone; Barbara Mannucci; Daniele Merli
Journal:  J Nat Prod       Date:  2021-10-20       Impact factor: 4.050

4.  Synthesis of Cannabinoids: "In Water" and "On Water" Approaches: Influence of SDS Micelles.

Authors:  José F Quílez Del Moral; Cristina Ruiz Martínez; Helena Pérez Del Pulgar; Juan Eduardo Martín González; Ignacio Fernández; José Luis López-Pérez; Alejandro Fernández-Arteaga; Alejandro F Barrero
Journal:  J Org Chem       Date:  2021-02-03       Impact factor: 4.198

  4 in total

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