8. Mechanism Monday: the Gold-catalysed spiroannulation of enynes and cyclopropenones by Matsuda et al.

Though the field is not that new and was explored in much details by many, I still find gold catalysis has a strong appeal. A good reason for this is that I have found gold-catalysed reactions to occur following an original mechanism that would seem queer in other Lewis-acid or transition-metal-catalysed reactions.

The following reaction between an enyne and a cyclopropenone was reported earlier this year by Matsuda and Sakurai from the Tokyo University of Science. Trying to find the mechanism is trickier than it looks at first and I found it to be a good exercise on gold catalysis .

8.a

Reference :

J. Org. Chem. 2014, 2739-45. link