93183-63-2Relevant academic research and scientific papers
Solid State Kinetic Resolution of β-Ionone Epoxide and Dialkyl Sulphoxides in the Presence of Optically Active Host Compounds. The First Enantioselective Host-Guest Inclusion Complexation in the Solid State
Toda, Fumio,Mori, Koji,Matsuura, Yoshitaka,Akai, Hiroshi
, p. 1591 - 1593 (1990)
Kinetic resolution of β-ionone epoxide and some dialkyl sulphoxides is achieved in the solid state in the presence of an optically active host compound, and is confirmed to proceed via a combination process of enantioselective inclusion complexation and selective oxidation in the solid state; enantioselective complexation in the solid state is also observed for oximes.
A convenient approach to chiral sulfoxides by enantioselective oxidation with a steroidal furylhydroperoxide
Palombi, Laura,Bonadies, Francesco,Pazienza, Alessandro,Scettri, Arrigo
, p. 1817 - 1822 (2007/10/03)
The introduction of a steroidal residue into a position distant from the reaction center shows a beneficial effect on the reactivity of secondary furylhydroperoxides: chiral sulfoxides are obtained by asymmetric oxidation of sulfides and/or kinetic resolution of racemic sulfoxides with reduced reaction times and high enantiomeric excesses.
SYNTHESIS OF CHIRAL SULFOXIDES BY ASYMMETRIC OXIDATION
Kagan, Henri B.
, p. 127 - 132 (2007/10/02)
The main chemical or enzymatic methods of asymmetric oxidation of sulfides are reviewed.A new approach to chiral sulfoxides is described, which uses tertiobutyl hydroperoxide in presence of a chiral titanium complex.The results obtained during the last two years are summarized.The best enantiomeric excess amounts to 95percent in the case of formation of cyclopropyl phenyl sulfoxide.
An Efficient Asymmetric Oxidation of Sulfides to Sulfoxides
Pitchen, P.,Dunach, E.,Deshmukh, M. N.,Kagan, H. B.
, p. 8188 - 8193 (2007/10/02)
The Sharpless reagent for asymmetric epoxidation was modified by addition of 1 mol equiv of H2O to give a new homogenous reagent (Ti(O-i-Pr)4/diethyl tartrate/H2O/t-BuOOH = 1:2:1:1).This reagent cleanly oxidizes prochiral functionalized sulfides into optically active sulfoxides.The observed ee mainly ranged between 75 and 90percent for alkyl aryl sulfoxides and 50-71percent for dialkyl sulfoxides.A strong temperature dependence on ee was also observed in the asymmetric oxidation of methyl p-tolyl sulfoxide.
