Dan_Ny Posted March 22, 2011 Share Posted March 22, 2011 (edited) I have no idea about the mechanism of this reaction. Anybody could help? Since according to wikipedia, TiCl4 is a Lewis, acid, we could propose this mechanism: One drawback is, that i would not see how we get rid of the Titanium lewis-acid in the last step to furnish a reduced product. (Reductive workup perhaps?) The second thing is that wikipedia states, that TiCl4 is an oxophiliic lewis acid. So, coordination to the oxygen in the first step in order to activate the carbon... The problem is, that lewsi activation of vinly ethers activate the carbon beta to the ether oxygen and the thiol would attack at the wrong carbon. Plus, we need double activation to get both sulfurs at the carbon. Does anybody have an idea? Edited March 22, 2011 by Dan_Ny Link to comment Share on other sites More sharing options...
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