192456-62-5Relevant academic research and scientific papers
Kinetic resolution of secondary alcohols using proline-derived bicyclic iminium salts
Aitken, R. Alan,Ali, Karamat,Mesher, Shaun T. E.
, p. 4179 - 4182 (2007/10/03)
The proline-derived bicyclic iminium salt 3 can be used to bring about kinetic resolution in its reaction with salts of secondary alcohols to give the corresponding methyl sulfides. Reaction proceeds most efficiently with sodium 1-phenylethoxide in toluene at RT where either 3 or the benzyl salt 14 give e.e.s of 21-25% and changing the heteroatoms present in the sails, the metal cation used and the solvent and temperature all give similar or lower selectivity.
