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Powerful Lewis Acid Catalyst

 N-(Trimethylsilyl)bis(trifluoromethanesulfonyl)imide (1) is an analogue of, TMSOTf and TMSN(SO2F)2, which has very low electron density on its silicon atom and acts as powerful Lewis acid catalyst in various reactions. For example, Mathieu et al. used 1 for Diels-Alder reaction using acrylates as dienophiles, to afford the corresponding addition products in high yields under mild conditions.1)
 Furthermore, Mikami et al. and Ishihara et al. applied 1 to Friedel-Crafts alkylation2) and Mukaiyama aldol reactions,3) respectively, and both groups reported the utility of 1 as an excellent Lewis acid catalyst.


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