First total synthesis of (R,R,R)- and (3R,5S,9R)-bejarol by gold-catalyzed allene cycloisomerization and determination of absolute configuration of the natural product,10.1039/B807733A

热搜：

Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

First total synthesis of (R,R,R)- and (3R,5S,9R)-bejarol by gold-catalyzed allene cycloisomerization and determination of absolute configuration of the natural product

Yoshinari Sawama,Yuka Sawama,Norbert Krause

Organic & Biomolecular Chemistry Pub Date : 07/11/2008 00:00:00 , DOI:10.1039/B807733A

Abstract

The first total synthesis of (R,R,R)-bejarol and its (3R,5S,9R)-isomer has been accomplished which confirms the absolute configuration of the natural products. The key step is the gold-catalyzed cycloisomerization of the enantiomerically pure β-hydroxyallenes 12/13 to the corresponding dihydropyrans 14/15.