
%0 Journal Article
%A Clark-Lewis, JW 
%A Jemison, RW 
%T The absolute configurations of (&#8211;)-angolensin and some related 1,2-diarylpropanes
%J Australian Journal of Chemistry
%D 1965/11/01
%V 18
%N 11
%P 1791-1797
%K 
%R https://doi.org/10.1071/CH9651791
%U https://www.publish.csiro.au/paper/CH9651791 
%X (-)-Angolensin has been converted into (+)-(2S)-1-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)propane, an analogue of (+)-(2S)-1-(2,4,6-trimethoxyphenyl)-2-(3,4-dimethoxyphenyl)propane. The stereochemistry of angolensin is thereby correlated with that of catechin and epicatechin. Oxidation of (+)-(2S)-1-(2-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)propane gave (+)-3-(4-methoxyphenyl)- butyric acid, in agreement with the established absolute configuration of (-)-angolensin. The (+)-butyric acid was also prepared by resolution of the synthetic racemate with quinine, and by homologation of (-)-2-(4-methoxyphenyl)propionic acid. 
