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Efficient Synthesis of Cannabigerol, Grifolin, and...
Journal article

Efficient Synthesis of Cannabigerol, Grifolin, and Piperogalin via Alumina-Promoted Allylation

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.

Authors

Jentsch NG; Zhang X; Magolan J

Journal

Journal of Natural Products, Vol. 83, No. 9, pp. 2587–2591

Publisher

American Chemical Society (ACS)

Publication Date

September 25, 2020

DOI

10.1021/acs.jnatprod.0c00131

ISSN

0163-3864