Ruthenium‐Catalyzed trans‐Selective Hydrostannation of Alkynes |
| |
| Authors: | M?Sc Stephan M Rummelt Prof Alois Fürstner |
| |
| Affiliation: | Max‐Planck‐Institut für Kohlenforschung, 45470 Mülheim/Ruhr (Germany) |
| |
| Abstract: | In contrast to all other transition‐metal‐catalyzed hydrostannation reactions documented in the literature, the addition of Bu3SnH across various types of alkynes proceeds with excellent trans selectivity, provided the reaction is catalyzed by Cp*Ru]‐based complexes. This method is distinguished by a broad substrate scope and a remarkable compatibility with functional groups, including various substituents that would neither survive under the conditions of established Lewis acid mediated trans hydrostannations nor withstand free‐radical reactions. In case of unsymmetrical alkynes, a cooperative effect between the proper catalyst and protic functionality in the substrate allows outstanding levels of regioselectivity to be secured as well. |
| |
| Keywords: | alkynes reaction mechanisms ruthenium synthetic methods tin |
|
