118736-06-4Relevant articles and documents
Beyond Hydrofunctionalisation: A Well-Defined Calcium Compound Catalysed Mild and Efficient Carbonyl Cyanosilylation
Yadav, Sandeep,Dixit, Ruchi,Vanka, Kumar,Sen, Sakya S.
, p. 1269 - 1273 (2018)
Organocalcium compounds have been reported as efficient catalysts for various transformations, for cases in which one of the substrates contained an E?H (E=B, N, Si, P) bond. Here, we look at the possibility of employing an organocalcium compound for a tr
n-Butyllithium as a highly efficient precatalyst for cyanosilylation of aldehydes and ketones
Kang, Zihan,Wang, Yuhong,Xu, Xiaojuan,Xue, Mingqiang,Zhang, Wenxuan,Zhou, Shuai,Zhu, Xu
supporting information, p. 7432 - 7437 (2021/09/07)
A highly efficient cyanosilylation protocol mediated by the easily availablen-BuLi with a wide range of aldehydes and ketones was developed. This protocol features excellent yields with very lown-BuLi loadings (0.01-0.05 mol%) at room temperature, solvent
N-Heterocyclic Germylene and Stannylene Catalyzed Cyanosilylation and Hydroboration of Aldehydes
Dasgupta, Rajarshi,Das, Shubhajit,Hiwase, Shweta,Pati, Swapan K.,Khan, Shabana
supporting information, p. 1429 - 1435 (2019/03/26)
Recent years have witnessed a significant growth in the area of low-valent main-group compounds due to their potential to activate small molecules. However, there is a paucity of examples of low-valent main-group compounds being used as single-site cataly
Preparation method of cyanalcohol silyl ether compound
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Paragraph 0089; 0090; 0091, (2019/01/06)
The invention discloses a preparation method of a cyanalcohol silyl ether compound. The preparation method comprises usage of a catalyst, the catalyst is a tridentate forceps-shaped ligand-stabilizedmagnesium lithium bimetallic compound. According to the
Efficient and selective aldehyde cyanosilylation catalyzed by Mg-Li bimetallic complex
Li, Jia,Yu, Ting,Luo, Man,Xiao, Qian,Yao, Weiwei,Xu, Li,Ma, Mengtao
, p. 83 - 86 (2018/09/06)
A NCN-pincer ligand-based Mg-Li bimetallic complex [NCN-MgBr2][Li(THF)4] 1 has been employed as an efficient catalyst for cyanosilylation of a wide range of aldehydes with trimethylsilyl cyanide (TMSCN) at room temperature in CDClsu
Metal free mild and selective aldehyde cyanosilylation by a neutral penta-coordinate silicon compound
Swamy,Bisai, Milan Kumar,Das, Tamal,Sen, Sakya S.
supporting information, p. 6910 - 6913 (2017/07/10)
This study demonstrates the preparation and structural characterization of a Si(iv) hydride (PhC(NtBu)2SiH(CH3)Cl) (1) and its use as a catalyst for the cyanosilylation of a variety of aldehydes. Compound 1 represents the first neutr
General and Stereocontrolled Approach to the Chemical Synthesis of Naturally Occurring Cyanogenic Glucosides
Moller, Birger L.,Olsen, Carl E.,Motawia, Mohammed S.
supporting information, p. 1198 - 1202 (2016/05/24)
An effective method for the chemical synthesis of cyanogenic glucosides has been developed as demonstrated by the synthesis of dhurrin, taxiphyllin, prunasin, sambunigrin, heterodendrin, and epiheterodendrin. O-Trimethylsilylated cyanohydrins were prepared and subjected directly to glucosylation using a fully acetylated glucopyranosyl fluoride donor with boron trifluoride-diethyl etherate as promoter to afford a chromatographically separable epimeric mixture of the corresponding acetylated cyanogenic glucosides. The isolated epimers were deprotected using a triflic acid/MeOH/ion-exchange resin system without any epimerization of the cyanohydrin function. The method is stereocontrolled and provides an efficient approach to chemical synthesis of other naturally occurring cyanogenic glucosides including those with a more complex aglycone structure.
Cooperative thiourea-Bronsted acid organocatalysis: Enantioselective cyanosilylation of aldehydes with TMSCN
Zhang, Zhiguo,Lippert, Katharina M.,Hausmann, Heike,Kotke, Mike,Schreiner, Peter R.
experimental part, p. 9764 - 9776 (2012/01/03)
We report a new thiourea - Bronsted acid cooperative catalytic system for the enantioselective cyanosilylation of aldehydes with yields up to 90% and enantioselectivities up to 88%. The addition of an achiral acid was found to be crucial for high asymmetric induction. Mechanistic investigations using a combination of NMR, ESI-MS, and density functional theory computations (including solvent corrections) at the M06/6-31G(d,p) level of theory suggest that the key catalytic species results from the cooperative interaction of bifunctional thioureas and an achiral acid that form well-defined chiral hydrogen-bonding environments.
