131380-86-4Relevant academic research and scientific papers
Asymmetric conjugate reduction of α,β-unsaturated ketones and esters with chiral rhodium(2,6-bisoxazolinylphenyl) catalysts
Kanazawa, Yoshinori,Tsuchiya, Yasunori,Kobayashi, Kazuki,Shiomi, Takushi,Itoh, Jun-Ichi,Kikuchi, Makoto,Yamamoto, Yoshihiko,Nishiyama, Hisao
, p. 63 - 71 (2007/10/03)
New asymmetric conjugate reduction of β,β-disubstituted α,β-unsaturated ketones and esters was accomplished with alkoxylhydrosilanes in the presence of chiral rhodium(2,6-bisoxazolinylphenyl) complexes in high yields and high enantioselectivity. (E)-4-Phenyl-3-penten-2- one and (E)-4-phenyl-4-isopropyl-3-penten-2-one were readily reduced at 60°C in 95% ee and 98 % ee, respectively, by 1 mol % of catalyst loading. (EtO) 2MeSiH proved to be the best hydrogen donor of choice. tert-Butyl (E)-β-methylcinnamate and β-isopropylcinnamate could also be reduced to the corresponding dihydrocinnamate derivatives up to 98% ee.
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.
