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Efficient Synthesis of Cannabigerol, Grifolin, and Piperogalin via Alumina-Promoted Allylation.
Jentsch, Nicholas G; Zhang, Xiong; Magolan, Jakob.
Affiliation
  • Jentsch NG; Department of Biochemistry and Biomedical Sciences, McMaster University, Hamilton, ON, Canada, L8N 3Z5.
  • Zhang X; Department of Biochemistry and Biomedical Sciences, McMaster University, Hamilton, ON, Canada, L8N 3Z5.
  • Magolan J; Department of Biochemistry and Biomedical Sciences, McMaster University, Hamilton, ON, Canada, L8N 3Z5.
J Nat Prod ; 83(9): 2587-2591, 2020 09 25.
Article in En | MEDLINE | ID: mdl-32972142
ABSTRACT
The synthesis of three phenolic natural products has been accomplished with unprecedented efficiency using a new alumina-promoted regioselective aromatic allylation reaction. Cannabigerol and grifolin were prepared in one step from the inexpensive 5-alkyl-resorcinols olivetol and orcinol. Piperogalin was synthesized, for the first time, via two sequential allylations of orcinol with geraniol and prenol.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Resorcinols / Cannabinoids / Aluminum Oxide Language: En Journal: J Nat Prod Year: 2020 Document type: Article
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Resorcinols / Cannabinoids / Aluminum Oxide Language: En Journal: J Nat Prod Year: 2020 Document type: Article