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A Bifunctional Lewis Acid Induced Cascade Cyclization to the Tricyclic Core of ent-Kaurenoids and Its Application to the Formal Synthesis of (+/-)-Platensimycin

  作者 ZHU LIZHI; HAN YEJIAN; DU GUANGYAN; LEE CHISING  
  选自 期刊  Organic Letters;  卷期  2013年15-3;  页码  524-527  
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[摘要]A mild and efficient bifunctional Lewis acid induced cascade cyclization reaction has been developed for construction of the tricyclic core of ent-kaurenolds. With ZnBr2 as the bifunctional Lewis acid, a series of substituted enones and dienes underwent cascade cyclization smoothly at room temperature and provided the tricyclic products in one pot with good yields (75-91%) and high diastereoselectivity. The cyclized product has been successfully employed for the formal synthesis of (+/-)-platenslmycln.

 
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