The proposed structures of phenolic compounds isolated from Piper betle L. differ from those of the compounds obtained by total synthesis

We describe the syntheses of phenolic compounds, 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol (1) and 3-(n-dodecyloxy) phenol (2), isolated from Piper betle. The triene moiety of 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol was formed via t...

Full description

Saved in:
Bibliographic Details
Published in:Natural product research 2021-11, Vol.35 (21), p.3787-3793
Main Authors: Noshita, Toshiro, Sato, Tatsuya, Iwayama, Takahito, Yamada, Yohei, Ouchi, Hidekazu
Format: Article
Language:English
Subjects:
Horner-Wadsworth- Emmons reaction
McMurry coupling
Piper betle
total synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We describe the syntheses of phenolic compounds, 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol (1) and 3-(n-dodecyloxy) phenol (2), isolated from Piper betle. The triene moiety of 4-[(1E, 3E, 5E)−6-(4-octyloxyphenyl)hexa-1,3,5-trien-1-yl]benzene-1,2-diol was formed via two different methods, the Horner-Wadsworth-Emmons reaction and the McMurry coupling reaction. The spectral data of synthesized compounds show differences with those of reported as the naturally occurring compounds.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2020.1739038