86447-32-7Relevant articles and documents
Synthesis of amidoalkyl imidazol-2-ylidene ligands and their application to enantioselective copper-catalysed conjugate addition
Moore, Theo,Merzouk, Mahboub,Williams, Neil
, p. 21 - 24 (2008/09/21)
A small library of precursors to chiral amidoalkyl imidazol-2-ylidene ligand was synthesised via a two-step procedure starting from commercially available amino alcohols. Preliminary screening of these bidentate ligands for the enantioselective copper-catalysed conjugate addition of diethyl zinc to cyclohexenone revealed some moderate ee values. Related chiral iminoalkyl imidazole-2-ylidene ligands demonstrated much poorer enantioselectivity. The results indicate that chelation involving a covalent copper-nitrogen bond gives better selectivity than that arising from a dative copper-nitrogen co-ordination. Georg Thieme Verlag Stuttgart.
Synthesis and properties of novel chiral-amine-functionalized ionic liquids
Luo, Shu-Ping,Xu, Dan-Qian,Yue, Hua-Dong,Wang, Li-Ping,Yang, Wen-Long,Xu, Zhen-Yuan
, p. 2028 - 2033 (2007/10/03)
A novel class of chiral-amine-functionalized ionic liquids (CAFILs) has been synthesized efficiently from natural amino acids, and their structures have been determined by spectroscopic analysis and low temperature X-ray diffraction analysis. The CAFILs have been characterized by physical properties such as melting point, glass transition temperature, thermal degradation and specific rotation. NMR measurements indicate that the CAFILs may be promising alternatives in the field of chiral discrimination.
Stereochemistry and Reactions of Aziridinylphosphinothionates Derived from Amino Acids
Hirashima, Akinori,Eto, Morifusa
, p. 829 - 838 (2007/10/02)
Aziridinylphosphinothionates were prepared from optically active ethyl hydrogen phenylphosphonothionates and 1-bromo-2-alkanamines derived from leucine or valine.The aziridine ring was opened by the action of some nucleophiles.Refluxing the aziridinylphosphinethionates in acetone with sodium iodide caused hydrolysis accompanied by the rearrangement of the sulfur atom to give β-mercaptoethylphosphonamidates.The reaction mechanism was discussed eith stereochemical considerations.The insecticidal activity of the products was also examined.