42842-41-1Relevant academic research and scientific papers
Direct coupling reaction between alcohols and silyl compounds: Enhancement of Lewis acidity of Me3SiBr using InCl3
Saito, Takahiro,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
, p. 8516 - 8522 (2007/10/03)
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.
Direct substitution of the hydroxy group in alcohols with silyl nucleophiles catalyzed by indium trichloride
Yasuda, Makoto,Saito, Takahiro,Ueba, Masako,Baba, Akio
, p. 1414 - 1416 (2007/10/03)
Straightforward substitution: An excellent combination of a silyl nucleophile and indium catalyst was used to accomplish the dehydroxylation/ alkylation of alcohols under nearly neutral conditions (see scheme, Si = silyl group) even though this type of reaction usually requires at least an equimolar amount of acid.
ELECTROPHILIC ATTACK AT ALLYLSILANES: A QUANTITATIVE DETERMINATION OF THE β-SILYL EFFECT
Mayr, Herbert,Pock, Rudolf
, p. 4211 - 4214 (2007/10/02)
The relative reactivities of allylsilanes and alkenes towards diarylmethyl cations have been determined by competition experiments.Introduction of a β-trimethylsilyl group increases the reactivity of propene towards the diphenylmethyl cation by a factor o
