18407-40-4Relevant articles and documents
Synthesis and structural study of precursors of novel methylsilanediols by IR and Raman spectroscopies, single-crystal X-ray diffraction and DFT calculations
Rodríguez Ortega,Docampo,Thomas,Montejo,Marchal Ingraín,Wilson,López González
, p. 828 - 834 (2014)
On the way towards the development of a synthetic route aimed at obtaining new methylsilanediol derivatives with an aminocarbonyl group in β to silicon (which may have a potential biological interest), we have synthesized, isolated and purified five diphe
COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS
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Paragraph 00691; 00694; 00695; 00710; 00711; 00712; 00713, (2019/01/10)
The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.
Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers
Ohmura, Toshimichi,Nishiura, Hiroki,Suginome, Michinori
supporting information, p. 4298 - 4304 (2017/11/20)
Silylboronic esters bearing a N,N-dialkylaminomethyl group on the silicon atoms were synthesized and used in palladium-catalyzed reactions. Five silylboronic esters were synthesized through a reaction of the [(N,N-dialkylaminomethyl)diorganosilyl]lithiums
A highly diastereomerically enriched, silyl-substituted alkyl lithium, configurationally stable at room temperature
Strohmann, Carsten,Abele, Bors C.,Lehmen, Klaus,Schildbach, Daniel
, p. 3136 - 3139 (2007/10/03)
The opening or blocking of a coordination site at the lithium center (for example by attachment of THF, see picture; left) leads to diastereodivergent courses in the reactions of a highly diastereomerically enriched alkyl lithium with Me3SnCl. At room temperature in noncoordinating solvents the reagent is configurationally stable and epimerizes in the presence of THF. (Chemical Equation Presented)
THE PREPARATION AND CHEMISTRY OF (R)-(1-NAPHTYL)PHENYLMETHYLSILYLMETHYLLITHIUM: STEREOCHEMISTRY AT SILICON IN THE ELIMINATION OF β-HYDROXYSILANES
Larson, Gerald L.,Prieto, J. Antonio,Ortiz, Edgardo
, p. 3781 - 3790 (2007/10/02)
(R)-(1-naphthyl)phenylmethylsilylmethyllithium has been prepared from 1-naphthylphenylmethylsilylmethyltri-n-butyltin, which is in turn prepared in four steps from (R)-(1-naphthyl)phenylmethylsilane.The title lithium reagent was reacted with benzaldehyde, pivaldehyde, acrolein and 2-methylcyclohexanone to produce the corresponding β-hydroxysilanes in good yield, but with only a 3-4percent diastereomeric excess.Unfortunately, these diastereomers proved impossible to separate.Model studies employing the methyldiphenylsilyl group showed that these β-hydroxysilanes could be protiodesilylated to give the corresponding methyl alcohol.The products from the adduct with pivaldehyde and acrolein were used to investigate the stereochemistry at silicon of the β-hydroxysilanes.This was found to occur with inversion of configuration at silicon when the elimination is carried out with boron fluoride etherate, sulfuric acid or acetic acid/sodium acetate, but with retention of configuration when carried out with potassium hydride.
DETERMINATION DE STRUCTURES AU MOYEN DE LA RMN DU 29Si: TRANSFERT SELECTIF DE POPULATION AVEC LES METHYLCHLORODISILYLMETHANES
Deleris, G.,Birot, M.,Dunogues, J.,Barbe, B.,Petraud, M.,Lefort, M.
, p. 1 - 8 (2007/10/02)
The selective population transfer (SPT) technique has been applied to 29Si NMR of the complete series of methylchlorodisilylmethanes, several of which are new compounds.A great enhancement of the signals was observed and unambiguous assignments based on the determination of 2J(Si-H) coupling constants could be made.The first example of this type is presented.
N-ETHYLENEDIAMINES
Hu, Chunye,He, Ji-Gang,O'Brien, D. H.,Irgolic, K. J.
, p. 31 - 38 (2007/10/02)
A series of N-organosilylalkyl-substituted ethylenediamines, R3Si(CH2)nNHCH2CH2NH2 (R = CH3, C6H5 or 4-CH3C6H4; n = 1 or 3), were prepared by the reaction of haloalkylsilanes with ethylenediamine.The cleavage of a methyl group from silicon by concentrated sulfuric acid was used for the preparation of 1,3-bis-1,1,3,3-tetramethyldisiloxane.The proton and carbon-13 NMR spectra of these compounds are reported.
1H NMR Study of some Substituted Acyclic Silaethanes, 2-Silapropanes and 2-Methyl-2-Silapropanes and their Rotameric Populations around the Si-C Bond
Carleer, Robert,Anteunis, Marc J. O.
, p. 253 - 258 (2007/10/02)
Three series of substituted silaalkanes, (i) SiH3CH2X, (ii) MeSiH2CH2X and (iii) Me2SiHCH2X, have been prepared (X=Cl, Br, I, NMe2, OMe, SMe), and the shifts and coupling constants extracted from their 1H NMR spectra.Coefficients averaged over three rotameric states can be obtained from the first series which are used for the correction of coupling constants resulting from the presence of the electronegative substituents X.With the aid of the Karplus-Conroy angular dependence of the interproton coupling constants in silaethane fragments, corrected for electronegative substitution, approximate rotameric population in series ii and iii were obtained.Except for X=NMe2, there is always a preference for a synclinal X/CH3 relationship, even for sandwiched situation (series iii).
