Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1323381 | Journal of Organometallic Chemistry | 2015 | 5 Pages |
•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