Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis.

ABSTRACT: The gold(I)-catalyzed oxidative cyclization of 7-ethynyl-1,3,5-cycloheptatrienes gives 1-substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage-type structures by further gold(I)-catalyzed reactions.

SUBMITTER: Ferrer S 

PROVIDER: S-EPMC5132030 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature