Finding the Proton in a Key Intermediate of anti-Markovnikov Alkyne Hydration by a Bifunctional Catalyst
Journal of the American Chemical Society2008Vol. 130(33), pp. 10860–10861
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Douglas B. Grotjahn, Elijah J. Kragulj, Constantinos D. Zeinalipour‐Yazdi, Valentín Miranda‐Soto, Daniel A. Lev, Andrew L. Cooksy
Abstract
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.
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