A mild method for the diastereoselective Mukaiyama aldol reaction is reported. In the presence of a low catalyst loading of gallium(III) triflate (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding β-hydroxyketones in yields of up to 92%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe and bench-stable slow-releasing source of triflic acid for the Mukaiyama aldol reaction.
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Ga(OTf)3 is a safe and bench-stable catalyst and act as a HOTf surrogate. The reaction of ortho-substituted benzaldehydes (If) and (Ig) affords the anti-aldol as a main product. -(PLANCQ, B.; JUSTAFORT, L. C.; LAFANTAISIE, M.; OLLEVIER*, T.; Eur. J. Org. Chem. 2013, 29, 6525-6529, http://dx.doi.org/10.1002/ejoc.201301100 ; Dep. Chim., Univ. Laval, Quebec City, Que. G1V 0A6, Can.; Eng.) -C. Gebhardt
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