204059-98-3Relevant academic research and scientific papers
Direct asymmetric hydroxyamination reaction catalyzed by an axially chiral secondary amine catalyst
Kano, Taichi,Ueda, Mitsuhiro,Takai, Jun,Maruoka, Keiji
, p. 6046 - 6047 (2007/10/03)
A direct asymmetric hydroxyamination reaction of aldehydes with nitrosobenzene was found to be catalyzed by the novel axially chiral secondary amine catalyst (S)-1d. The resulting optically enriched hydroxyamination products were readily converted to β-am
The importance of nitrogen substituents in chiral amino thiol ligands for the asymmetric addition of diethylzinc to aromatic aldehydes
Anderson, James C.,Harding, Michael
, p. 393 - 394 (2007/10/03)
A new series of N,S-chelate ligands derived from (S)-valine, which possess the capability of a stereogenic nitrogen donor atom, are catalysts for the addition of diethylzinc to aromatic aldehydes and gave the product secondary alcohols in up to 82% ee.
Concepts for ligand design in asymmetric catalysis: A study of chiral amino thiol ligands
Anderson, James C.,Cubbon, Rachel,Harding, Michael,James, Daniel S.
, p. 3461 - 3490 (2007/10/03)
A series of new chiral sulfur-nitrogen chelate ligands, derived from amino acids, has been synthesised rationally. Fruitless experiments into catalytic asymmetric conjugate additions and desymmetrisation of meso- epoxides led us to analyse our ligands in
Accelerating effect induced by the structure of α-amino acid in the copper-catalyzed coupling reaction of aryl halides with α-amino acids. Synthesis of benzolactam-V8
Ma, Dawei
, p. 12459 - 12467 (2007/10/03)
The coupling of optically pure α-amino acids with aryl halides produces enantiopure N-aryl-α-amino acids with retention of configuration under the catalysis of CuI. This reaction can complete at much lower temperature than typical Ullmann condensation even for electron-rich aryl halides, which indicates that an accelerating effect induced by the structure of the α- amino acid exists in this reaction. α-Amino acids with larger hydrophobic groups give higher coupling yields, while those with smaller hydrophobic groups only deliver lower yields and no coupling products were detected for those with hydrophilic groups. No racemization was observed in most cases of this coupling reaction. After some controlled experiments, a possible mechanism including the π-complex and the intramolecular substitution reaction is proposed. Based on this catalyzed reaction, a facile and stereoselective synthesis of benzolactam-V8, a new PKC activator, is achieved.
