Metabolites of proteaceae. Part 9. Eximin (6-O-benzoylarbutin) and the synthesis of aryl glycoside esters
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 1,p. 239-243
- https://doi.org/10.1039/p19790000239
Abstract
Eximin, obtained from the leaves of Protea eximia(Salisb. ex Knight) Fourcade is shown to be 6-O-benzoylarbutin, and the synthesis of its tetra-acetate from arbutin is described. A synthesis of aryl glucoside esters by glucoside formation between tetra-O-acyl-1-α-D-glucopyranosyl bromides and phenols is shown to succeed only with phenols carrying electron-withdrawing substituents. Under the same conditions phenols with electrondonating substituents promote elimination reactions leading to the corresponding glucals.This publication has 1 reference indexed in Scilit:
- Mass spectrometry as an aid for determining structures of natural glucosidesPhytochemistry, 1968