Article ID Journal Published Year Pages File Type
1323381 Journal of Organometallic Chemistry 2015 5 Pages PDF
Abstract

•First gold-catalyzed cycloisomerization of cumulenols.•Reaction outcome dependent from the gold oxidation state.•A new access to trisubstituted furan derivatives.•Gold(I) π-activation of the cumulene moeity.

The gold-catalyzed cycloisomerization of tetrasubstituted [3]-cumulenols has been investigated. Overall, two main pathways are followed. In the presence of gold(III) catalysts, a dehydration process prevails giving diastereomerically pure dienynes while gold(I) catalysts favor the cycloisomerization to provide trisubstituted furan derivatives.

Graphical abstractThe gold-catalyzed cycloisomerization of tetrasubstituted [3]-cumulenols has been investigated. Overall, two main pathways are followed. In the presence of gold(III) catalysts, a dehydration process prevails giving diastereomerically pure dienynes while gold(I) catalysts favor the cycloisomerization to provide trisubstituted furan derivatives.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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