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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Powerful Lewis Acid Catalyst
No.138(August 2009)
References
- 1)Lewis acid catalyst of the Diels-Alder reaction
- 2)Effective catalyst for the Friedel-Crafts alkylation reaction
- 3)Lewis acid catalyst for Mukaiyama aldol reaction
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