131380-92-2Relevant academic research and scientific papers
Asymmetric Henry reactions catalyzed by metal complexes of chiral oxazoline based ligands
Ebru Aydin,Yuksekdanaci, Seda
, p. 14 - 22 (2013/02/23)
Chiral oxazolines have been synthesized from norephedrine and pyrrole nitrile or benzoyl chloride and applied to the catalytic asymmetric Henry reactions of p-nitro aldehydes with nitromethane to provide β-hydroxy nitroalkanols in high conversion (up to 92%). The reaction was then optimized in terms of the metal, solvent, temperature, and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2 and isopropanol as the solvent gave the best enantioselectivities (up to 84% ee) of the corresponding β-nitroalkanol for p-nitrobenzaldehyde.
Synthesis of Optically Active Bis(2-oxazolines): Crystal Structure of a 1,2-Bis(2-oxazolinyl)benzene * ZnCl2 Complex
Bolm, Carsten,Weickhardt, Konrad,Zehnder, Margareta,Ranff, Tobias
, p. 1173 - 1180 (2007/10/02)
Dinitriles (5-7, 12, 13) react with enantiomerically pure β-amino alcohols (8-11, 17) under zinc chloride catalysis to give optically active C2-symmetric bis(oxazolines). 1,2-Bis(2-oxazolin-2-yl)benzenes 1a-e are obtained under mild reaction conditions. 1H-NMR spectroscopy indicates the formation of 1:1 complexes 23 of these compounds with ZnCl2.The energy required for a conformational interconversion of zinc dichloride complex 23e was determined by variable-temperature 1H-NMR studies.An X-ray structure analysis was performed with the substituted zinc dichloride complex 23a.
