Annulation approach to doubly linked (A-type) oligocatechins: syntheses of (+)-procyanidin A2 and (+)-cinnamtannin B1.
Angew Chem Int Ed Engl
; 53(38): 10129-33, 2014 Sep 15.
Article
em En
| MEDLINE
| ID: mdl-25070773
ABSTRACT
The first stereoselective syntheses of doubly linked (A-type) oligocatechins, (+)-procyanidinâ
A2 and (+)-cinnamtanninâ
B1, have been achieved. Ethylenedioxy-bridged flavans served as excellent platforms, thus allowing annulation with nucleophilic catechin units in a stereoselective manner. An additional key was the new synthetic approach to selectively protected nucleophilic catechin, thus enabling regioselective construction of the key dioxabicyclo skeleton of the A-type oligocatechins.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Catequina
/
Biflavonoides
/
Proantocianidinas
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Ano de publicação:
2014
Tipo de documento:
Article