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SYNTHESIS OF PROCYANIDINS C2 AND C1 USING LEWIS ACID MEDIATED EQUIMOLAR CONDENSATION

  作者 OIZUMI YUKIKO; KATOH MIYUKI; HATTORI YASUNAO; TODA KAZUYA; KAWAGUCHI KOICHIRO; FUJII HIROSHI; MAKABE HIDEFUMI  
  选自 期刊  Heterocycles;  卷期  2012年85-9;  页码  2241-2250  
  关联知识点  
 

[摘要]Synthesis of procyanidins C2 and C1 was achieved via a stereoselective intermolecular condensation of equimolar amount of dimeric catechin or epicatechin nucleophile and monomeric catechin or epicatechin electrophile using Lewis acid. In the case of synthesis of procyanidin C2, AgBF4 and AgOTf afforded condensed product in excellent yield. As to the synthesis of procyanidin C1, Yb(OTf)(3) was effective for equimolar condensation.

 
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