1.
Chem Pharm Bull (Tokyo)
; 61(12): 1308-14, 2013.
Article
in English
| MEDLINE
| ID: mdl-24292791
ABSTRACT
A facile method for the synthesis of dehydrodigallic acid, which is a fundamental structure of ellagitannins, was developed. A classical Ullmann condition was effective for the formation of the highly hindered biaryl ether structure, and we clarified that the suitable protection of the phenolic hydroxy groups was crucial in this reaction. In this way, the synthesis of dehydrodigallic acid and its derivative was successfully performed. The described method would provide a synthetic utility toward ellagitannins.
Subject(s)
Biological Products/chemical synthesis , Depsides/chemical synthesis , Gallic Acid/analogs & derivatives , Hydrolyzable Tannins/chemical synthesis , Plants/chemistry , Biological Products/chemistry , Depsides/chemistry , Gallic Acid/chemical synthesis , Gallic Acid/chemistry , Hydrolyzable Tannins/chemistry
2.
Chem Pharm Bull (Tokyo)
; 58(3): 435-7, 2010 Mar.
Article
in English
| MEDLINE
| ID: mdl-20190460
ABSTRACT
All-methylated isorugosin B was synthesized via two-step esterification between optically active valoneic acid and glucose derivatives.