@article{discovery1493120, volume = {358}, year = {2016}, title = {Intercepting the Gold-Catalysed Meyer-Schuster Rearrangement by Controlled Protodemetallation: A Regioselective Hydration of Propargylic Alcohols}, number = {9}, month = {April}, pages = {1519--1525}, journal = {Advanced Synthesis and Catalysis}, note = {Copyright {\copyright} 2016 The author. Published by Wiley-VCH Verlag GmbH \& Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution Licence (http://creativecommons.org/licenses/by/4.0/), which permits use, distribution and reproduction in any medium provided the original work is properly cited.}, abstract = {The regioselective gold-catalysed hydration of propargylic alcohols to {\ensuremath{\beta}}-hydroxy ketones can be achieved by diverting the gold-catalysed Meyer-Schuster rearrangement through the addition of a protic additive with a pKa of 7-9 such as p-nitrophenol, boric acid or a boronic acid. This provides an interesting alternative to an aldol reaction when combined with the straightforward addition of an alkyne to an aldehyde or ketone. The gold-catalysed reaction of an electron-deficient, sterically hindered propargylic alcohol with a boronic acid led to the formation of an unusually stable cyclic boron enolate.}, url = {http://dx.doi.org/10.1002/adsc.201600101}, author = {Pennell, MN and Kyle, MP and Gibson, SM and Male, L and Turner, PG and Grainger, RS and Sheppard, TD}, keywords = {aldol reaction; alkynes; boronic acids; enolates; gold}, issn = {1615-4169} }