477761-15-2Relevant academic research and scientific papers
Highly efficient synthesis of chiral β-hydroxy sulfides with high enantiomeric purity via CBS-oxazaborolidine-catalyzed borane reduction
Cho, Byung Tae,Choi, Ok Kyoung,Kim, Dong Jun
, p. 697 - 703 (2002)
A simple and efficient synthesis of chiral β-hydroxy p-tolylsulfides with high enantiomeric purity by CBS-oxazaborolidine-catalyzed asymmetric borane reduction of β-keto p-tolylsulfides using N-ethyl-N-isopropylaniline-borane complex as the borane carrier is reported.
ASYMMETRIC OXIDATION OF β-HYDOXYSULFIDES. THE ROLE OF THE HYDROXY GROUP
Bortolini, O.,Furia, F. di,Licini, G.,Modena, G.
, p. 171 - 174 (2007/10/02)
In the asymmetric oxidation of prochiral β-hydroxysulfides to the corresponding sulfoxides, by using a recently developed modified Sharpless reagent, it has been observed that the presence of the hydroxy group in the molecule of the substrate is not playing a significant role in determining the extent of the enantioselection, at variance with the asymmetric epoxidation of allylic alcohols where formation of alkoxytitanium complexes is believed to be a crucial process, thus indicating some important difference in the oxidation mechanisms.
