Journal of the American Chemical Society, Vol.130, No.33, 10860-10860, 2008
Finding the proton in a key intermediate of anti-Markovnikov alkyne hydration by a bifunctional catalyst
The secondary structure of a bifunctional catalyst positions a crucial reactive proton in the final intermediate of anti-Markovnikov alkyne hydration to give an aldehyde. NMR coupling and isotopic labeling studies elucidate the location of this proton and its involvement in hydrogen bonding.