18081-22-6Relevant articles and documents
Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)-H Borylation at the Methyl Group on Silicon
Torigoe, Takeru,Ohmura, Toshimichi,Suginome, Michinori
, p. 2943 - 2956 (2017/03/23)
A conversion of trimethylsilylalkanes into the corresponding alcohols is established based on an iridium-catalyzed, chemoselective C(sp3)-H borylation of the methyl group on silicon. The (borylmethyl)silyl group formed by C(sp3)-H borylation is treated with H2O2/NaOH, and the resulting (hydroxymethyl)silyl group is converted into a hydroxyl group by Brook rearrangement, followed by oxidation of the resulting methoxysilyl group under Tamao conditions. An alternative route proceeding through the formylsilyl group formed from a (hydroxymethyl)silyl group by Swern oxidation is also established. The method is applicable to substituted trimethylsilylcycloalkanes and 1,1-dimethyl-1-silacyclopentane for conversion into the corresponding stereodefined cycloalkyl alcohols and 1,4-butanediol.
USE OF CYCLOHEXA-2,5-DIEN-1-YL-SILANES AS PRECURSORS FOR GASEOUS HYDROSILANES
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Page/Page column 11; 13, (2015/03/28)
The invention relates to the use of cyclohexa-2,5-dien-1 -yl-silanes of general formula (I), for generation of hydrosilanes in solution using a strong Lewis acid. This way, e.g., alkenes or carbonyl compounds can be hydrosilylated in good yields using the cyclohexa-2,5-dien-1 - yl-silanes of general formula I as transfer hydros! lylating agents in the presence of a strong Lewis acid as catalyst with concomitant formation of an arene solvent.
3-silylated cyclohexa-1,4-dienes as precursors for gaseous hydrosilanes: The B(C6F5)3-catalyzed transfer hydrosilylation of alkenes
Simonneau, Antoine,Oestreich, Martin
supporting information, p. 11905 - 11907 (2013/11/19)
Set Me3SiH free! The strong Lewis acid B(C6F 5)3 catalyzes the release of hydrosilanes from 3-silylated cyclohexa-1,4-dienes with concomitant formation of benzene. Subsequent B(C 6F5)3
