104804-99-1Relevant academic research and scientific papers
Synthesis and Stereochemistry of Optically Active Selenonium Imides
Kamigata, Nobumasa,Taka, Hideo,Matsuhisa, Ayumi,Matsuyama, Haruo,Shimizu, Toshio
, p. 2257 - 2264 (2007/10/02)
Diastereomeric mixtures of 4-phenyl(methyl)selenonium-N-toluene-4'-sulfonimides (dia.-1) amd 4-phenyl(2',4',6'-triisopropylphenyl)selenonium-N-toluene-4''-sulfonimides (dia.-7) were synthesized.Optical resolution by the fractional recrystallization of dia.-7 from methanol gave the optically pure (-)-selenonium imide as stable crystals.The absolute configuration around the selenium atom was determined to be S based on the CD spectra.The kinetics for the epimerization by pyramidal inversion of the optically active selenonium imide were studied.
Synthesis and Absolute Configuration of Optically Active Selenoxides. X-Ray Molecular Structure of (-)Se-4-Menthyloxycarbonylphenyl 2,4,6-Tri-isopropylphenyl Selenoxide
Shimizu, Toshio,Kikuchi, Koichi,Ishikawa, Yoshimitsu,Ikemoto, Isao,Kobayashi, Michio,Kamigata, Nobumasa
, p. 597 - 602 (2007/10/02)
Enantiomerically pure, stable 4-(methoxycarbonyl)phenyl 2,4,6-tri-isopropylphenyl selenoxide (-)-3 was isolated by fractional recrystallization of diastereomeric 4-phenyl 2,4,6-tri-isopropylphenyl selenoxide dia.-(1) followed by removal of the chiral source.The absolute configuration around the selenium atom was determined by X-ray crystallographic analysis of diastereomerically pure selenoxide (-)Se-(1).
SYNTHESIS OF OPTICALLY ACTIVE SELENOXIDE
Shimizu, Toshio,Kobayashi, Michio
, p. 161 - 164 (2007/10/02)
Fractional recrystallization of diastereomeric 2,4,6-triisopropylphenyl 4'-(l-menthyloxycarbonyl)phenyl selenoxide gave optically pure (-)-selenoxide.Transesterification of this diastereomerically pure (-)-selenoxide with methanol gave enantiomeric (-)-2,4,6-triisopropylphenyl 4'-(methoxycarbonyl)-phenyl selenoxide in 88.1percent optical purity.
