1239896-95-7Relevant academic research and scientific papers
1,2-Hydride Migration in Dialkyl α-Diazophosphonates Catalyzed by [Cu(MeCN)4]PF6: A Novel Approach to β-Amino (E)-Enylphosphonates
Ge, Haihong,Liu, Shuang,Cai, Yan,Sun, Yuchao,Miao, Zhiwei
supporting information, p. 448 - 454 (2016/01/28)
The regiospecific and stereoselective 1,2-migration reaction of dialkyl α-diazophosphonates for the synthesis of β-amino (E)-enylphosphonates is developed utilizing tetrakis(acetonitrile)copper(I) hexafluorophosphate [Cu(MeCN)4PF6] as the catalyst and N,N-dimethylformamide as an additive. A possible mechanism for the 1,2-migration reaction involving a metal carbene is presented. An investigation on the E/Z isomer selectivity of this process demonstrates that steric factors play an important role on the outcome. This process provides a straightforward access to β-amino (E)-enylphosphonates in moderate to good yields.
Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides
Gruzdev, Dmitry A.,Levit, Galina L.,Krasnov, Victor P.,Chulakov, Evgeny N.,Sadretdinova, Liliya Sh.,Grishakov, Aleksandr N.,Ezhikova, Marina A.,Kodess, Mikhail I.,Charushin, Valery N.
experimental part, p. 936 - 942 (2010/08/19)
A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent.
