33350-17-3Relevant academic research and scientific papers
Synthesis of poly-oxazole systems found in marine metabolites
Yoo, Sang-Ku
, p. 2159 - 2162 (1992)
Synthesis of contiguous bis- and tris-oxazole systems was achieved via repetitive rhodium acetate catalyzed cycloaddition reactions of diazomalonates with nitriles.
A High-Throughput Screening Method for the Directed Evolution of Hydroxynitrile Lyase towards Cyanohydrin Synthesis
Zheng, Yu-Cong,Ding, Liang-Yi,Jia, Qiao,Lin, Zuming,Hong, Ran,Yu, Hui-Lei,Xu, Jian-He
, p. 996 - 1000 (2021/01/15)
Chiral cyanohydrins are useful intermediates in the pharmaceutical and agricultural industries. In nature, hydroxynitrile lyases (HNLs) are a kind of elegant tool for enantioselective hydrocyanation of carbonyl compounds. However, currently available methods for demonstrating hydrocyanation are still stalled at precise, but low-throughput, GC or HPLC analyses. Herein, we report a chromogenic high-throughput screening (HTS) method that is feasible for the cyanohydrin synthesis reaction. This method was highly anti-interference and sensitive, and could be used to directly profile the substrate scope of HNLs either in cell-free extract or fermentation clear broth. This HTS method was also validated by generating new variants of PcHNL5 that presented higher catalytic efficiency and stronger acidic tolerance in variant libraries.
Nickel-Catalyzed, Reductive C(sp3)?Si Cross-Coupling of α-Cyano Alkyl Electrophiles and Chlorosilanes
Oestreich, Martin,Zhang, Liangliang
supporting information, p. 18587 - 18590 (2021/07/25)
A nickel/zinc-catalyzed cross-electrophile coupling of alkyl electrophiles activated by an α-cyano group and chlorosilanes is reported. Elemental zinc is the stoichiometric reductant in this reductive coupling process. By this, a C(sp3)?Si bond can be formed starting from two electrophilic reactants whereas previous methods rely on the combination of carbon nucleophiles and silicon electrophiles or vice versa.
Highly chemoselective and efficient Strecker reaction of aldehydes with TMSCN catalyzed by MgI2 etherate under solvent-free conditions
He, Kailun,Liu, Huijun,Zhang, Xingxian,Zhou, Jing
supporting information, p. 933 - 936 (2019/03/08)
Strecker reaction of various substituted aromatic aldehydes, heteroaromatic aldehydes, aliphatic aldehydes and α,β-unsaturated aldehydes with trimethylsilyl cyanide (TMSCN) was realized in the presence of 5 mol % of MgI2 etherate in a mild, efficient and highly chemoselective manner under solvent-free conditions.
R-HNL random variants and their use for preparing optically pure, sterically hindered cyanohydrins
-
Paragraph 0251-0253, (2015/12/18)
The invention relates to R -hydroxynitrile lyases with improved substrate acceptance, increased activity and increased selectivity, obtainable by introducing random mutations with the aid of random mutagenesis and/or saturation mutagenesis techniques, ide
Kinetic resolution of racemic amino alcohols through intermolecular acetalization catalyzed by a chiral Bronsted acid
Yamanaka, Takuto,Kondoh, Azusa,Terada, Masahiro
supporting information, p. 1048 - 1051 (2015/02/19)
The kinetic resolution of racemic secondary alcohols is a fundamental method for obtaining enantiomerically enriched alcohols. Compared to esterification, which is a well-established method for this purpose, kinetic resolution through enantioselective intermolecular acetalization has not been reported to date despite the fact that the formation of acetals is widely adopted to protect hydroxy groups. By taking advantage of the thermodynamics of acetalization by the addition of alcohols to enol ethers, a highly efficient kinetic resolution of racemic amino alcohols was achieved for the first time and in a practical manner using a chiral phosphoric acid catalyst.
An efficient cyanosilylation of aldehydes with trimethylsilyl cyanide catalysed by MgI2 etherate
Wang, Yanping,Feng, Meiling,Liu, Yingshuai,Zhang, Xingxian
, p. 566 - 567,2 (2020/09/16)
A convenient procedure for the synthesis of cyanohydrins by the addition of trimethylsilyl cyanide to aromatic aldehydes, heteroaromatic aldehydes, aliphatic aldehydes and unsaturated aldehydes catalysed by MgI2 etherate (MgI2(OEt2)n) in good to excellent yields is described.
Enantioselective silylcyanation of aldehydes catalyzed by new chiral oxovanadium complex
Chu, Chang-Ying,Hsu, Chu-Tin,Lo, Po Hsiang,Uang, Biing-Jiun
scheme or table, p. 1981 - 1984 (2012/03/10)
Oxovanadium(V) complex 4 was prepared from VOSO4 and tridentate Schiff base ligand, which was prepared from substituted salicylaldehyde and inexpensive (S)-valine. Asymmetric silylcyanation of the aldehydes catalyzed by catalyst 4 afforded cyanohydrins with good enantioselectivities.
Enantioselective hydrocyanation of aldehydes catalyzed by [Li{Ru(phgly)2(binap)}]X (X = Cl, Br)
Kurono, Nobuhito,Yoshikawa, Tatsuya,Yamasaki, Mikio,Ohkuma, Takeshi
supporting information; experimental part, p. 1254 - 1257 (2011/05/02)
Novel bimetallic complexes [Li{Ru[(S)-phgly]2[(S)-binap]}]X (X = Cl, Br) are readily synthesized by mixing Ru[(S)-phgly]2[(S)-binap] and LiX. A single-crystal X-ray analysis reveals the structure. These bimetallic complexes efficient
InBr3-catalyzed reduction of ketones with a hydrosilane: Deoxygenation of aromatic ketones and selective synthesis of secondary alcohols and symmetrical ethers from aliphatic ketones
Sakai, Norio,Nagasawa, Ken,Ikeda, Reiko,Nakaike, Yumi,Konakahara, Takeo
experimental part, p. 3133 - 3136 (2011/06/26)
An InBr3-Et3SiH reducing system was developed to selectively convert aliphatic ketones to a variety of secondary alcohols in moderate to good yields. An initial mixing of InBr3 and PhSiH 3 was followed by the addition of aliphatic ketones and a solvent to afford the symmetrical ether derivatives.
