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7678536 
Journal Article 
Direct coupling reaction between alcohols and silyl compounds: enhancement of Lewis acidity of Me3SiBr using InCl3 
Saito, T; Nishimoto, Y; Yasuda, M; Baba, A 
2006 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
71 
22 
8516-8522 
English 
The combination of InCl3 and Me3SiBr provided an enhanced Lewis acid system that can be used to promote a wide range of direct coupling reactions between alcohols and silyl nucleophiles in non-halogenated solvents, such as hexane or MeCN. The enhanced Lewis acidity of this system was measured by the 13C NMR in terms of the coordination to an alcohol. Moreover, the interaction between Me3SiBr and the In(III) species was revealed by 29Si NMR spectral analysis. Highly chemoselective allylations toward a hydroxyl moiety over ketone and acetoxy ones have been demonstrated.