158556-22-0Relevant academic research and scientific papers
SYNTHESIS OF OPTICALLY ACTIVE SELENOXIDE
Shimizu, Toshio,Kobayashi, Michio
, p. 161 - 164 (1986)
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.
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.
