Syntheses of doubly linked proanthocyanidins using free flavan units as nucleophiles: insight into the origin of the high regioselectivity of annulation.
Org Biomol Chem
; 17(41): 9129-9134, 2019 10 23.
Article
em En
| MEDLINE
| ID: mdl-31584055
ABSTRACT
A synthesis method of doubly linked flavan dimers is reported via the acid-promoted annulation reaction using nascent catechins, (+)-catechin or (-)-epicatechin, as a dianionic partner and an ethylenedioxy-bridged flavan as a dicationic partner. Procyanidins A1 and A2 were synthesized. On the high regioselectivity of the annulation reactions, model experiments and computational studies were carried out.
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MEDLINE
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En
Ano de publicação:
2019
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Article