5293-90-3Relevant articles and documents
First Stereoselective [4 + 2] Cycloaddition Reactions of 3-Cyanochromone Derivatives with Electron-Rich Dienes: An Approach to the ABC Tricyclic Frame of Arisugacin
Hsung, Richard P.
, p. 7904 - 7905 (1997)
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Platinum-catalyzed α,β-unsaturated carbene formation in the formal syntheses of frondosin B and liphagal
Huynh, Khoi Q.,Seizert, Curtis A.,Ozumerzifon, Tarik J.,Allegretti, Paul A.,Ferreira, Eric M.
supporting information, p. 294 - 297 (2017/11/28)
Formal syntheses of tetracyclic terpenoids frondosin B and liphagal are described. Both synthetic routes rely on the use of platinum-catalyzed α,β-unsaturated carbene formation for the key C-C bond forming transformations. The successful route toward frondosin B utilizes a formal (4 + 3) cycloaddition, while the liphagal synthesis features the vinylogous addition of an enol nucleophile as a key step. Both synthetic routes are discussed, revealing insights into structural requirements in the catalytic a,β-unsaturated carbene reaction manifold.
A novel, facile approach to frondosin B and 5-epi-liphagal via a new [4 + 3]-cycloaddition
Zhang, Jie,Li, Liqi,Wang, Yongxiang,Wang, Wenjing,Xue, Jijun,Li, Ying
supporting information, p. 4528 - 4530 (2012/11/07)
A new [4 + 3]-cycloaddition between benzofuran allylic alcohols and dienes, promoted by camphorsulfonic acid, has been identified. A novel strategy which used this cycloaddition as a key step has been developed for the synthesis of 6,7,5-tricyclic skeleta
