10017-03-5Relevant articles and documents
Asymmetric Addition of Hydrogen Cyanide to Substituted Benzaldehydes Catalyzed by a Synthetic Cyclic Peptide, Cyclo((S)-phenylalanyl-(S)-histidyl)
Kobayashi, Yoshiyuki,Asada, Shoichi,Watanabe, Ichigen,Hayashi, Hiroaki,Motoo, Yoshiyuki,Inoue, Shohei
, p. 893 - 896 (1986)
Using cyclo((S)-phenylalanyl-(S)-histidyl) as catalyst, optically active cyanohydrins from substituted benzaldehydes with p-methyl, m-methyl, o-methyl, m-methoxyl, or m-phenoxyl group were obtained with optical yield of 82-33percent.For the asymmetric cyanohydrin synthesis, nonpolar solvent such as benzene or carbon tetrachloride was advantageous, while on asymmetric synthesis took place in methanol or dimethyl sulfoxide.
A C2-symmetric chiral bipyridyldiol-titanium complex as a catalyst for the asymmetric trimethylsilylcyanation of substituted benzaldehydes
Lee, Pei-Ting,Chen, Chinpiao
, p. 2704 - 2710 (2005)
This article describes a novel C2-symmetric ligand that comprises a central bipyridine-pinene-derived core and two functionalized two diphenylmethanol subunits. The [8′-(hydroxy-diphenyl-methyl)-10,10, 10′,10′-tetramethyl-[5,5′]bi[6-aza-tricyclo[7.1.1.0 2,7]undecyl]-2(7),3,5,2′(7′),3′, 5′-hexane-8-yl]-diphenyl-methanol 1 is an effective catalyst in the enantioselective addition of trimethylsilylcyanide to various aromatic aldehydes with asymmetric inductions of up to 98% ee. Importantly, the correlation between Hammett substituent constants and the enantiomeric excess, and the electron-releasing group at the meta- and para-positions of substituted benzaldehydes were demonstrated to be associated with the high enantioselectivity of the trimethylsilylcyanation reaction that involves trimethylsilylcyanide.
Discovery and molecular and biocatalytic properties of hydroxynitrile lyase from an invasive millipede, Chamberlinius hualienensis
Dadashipour, Mohammad,Ishida, Yuko,Yamamoto, Kazunori,Asano, Yasuhisa
, p. 10605 - 10610 (2015)
Hydroxynitrile lyase (HNL) catalyzes the degradation of cyanohy-drins and causes the release of hydrogen cyanide (cyanogenesis). HNL can enantioselectively produce cyanohydrins, which are valuable building blocks for the synthesis of fine chemicals and ph
Enantioselective hydrocyanation of aldehydes catalyzed by [Li{Ru(phgly)2(binap)}]X (X = Cl, Br)
Kurono, Nobuhito,Yoshikawa, Tatsuya,Yamasaki, Mikio,Ohkuma, Takeshi
, p. 1254 - 1257 (2011)
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
Solid phase behavior in the chiral systems of various 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives
Von Langermann, Jan,Temmel, Erik,Seidel-Morgenstern, Andreas,Lorenz, Heike
, p. 721 - 728 (2015/03/30)
The solid phase behavior of a series of monosubstituted F-, Cl-, Br-, I-, and CH3- and two 2,4-halogen-disubstituted 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives was investigated. The study includes detailed information about melting temperature, melting enthalpy, X-ray diffraction data, as well as selected binary phase diagrams of the respective chiral systems. Aside from the known metastable conglomerate 2-chloromandelic acid, evidence for two more metastable conglomerates was found.
Enantioselective cyanosilylation of aldehydes catalyzed by novel camphor derived Schiff bases-titanium(IV) complexes
B?ocka, Ewelina,Bosiak, Mariusz J.,We?niak, Miros?aw,Ludwiczak, Agnieszka,Wojtczak, Andrzej
, p. 554 - 562 (2014/05/06)
Five tridentate Schiff bases have been prepared from (1R,2S,3R,4S)-3-amino- 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol and salicylaldehydes. X-ray structure investigation revealed differences in their molecular conformation, and their titanium(IV) complexes
