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Synfacts 2014; 10(1): 0065
DOI: 10.1055/s-0033-1340431
DOI: 10.1055/s-0033-1340431
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Mukaiyama Aldol Reaction Catalyzed by Gallium(III) Triflate
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
13. Dezember 2013 (online)
Significance
The authors report a mild method for the diastereoselective Mukaiyama aldol reaction. The process is catalyzed by gallium(III) triflate yielding to the corresponding β-hydroxy ketones in up to 92% yield.
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Comment
The developed method is an efficient aldol reaction under mild conditions with a very low catalyst loading of gallium(III) triflate (0.01–1.0 mol%). This is the first example of a metal triflate acting as a safe and stable slow-releasing source of triflic acid in the Mukaiyama aldol reaction. Gallium(III) triflate is a stable, easy-to-handle white solid.
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