476154-01-5Relevant academic research and scientific papers
A straightforward enantioselective route to dialkyl sulfoxides based upon two carbon-for-carbon substitution reactions on the sulfinyl group
Capozzi, Maria Annunziata M.,Cardellicchio, Cosimo,Naso, Francesco,Rosito, Valerio
, p. 7289 - 7294 (2007/10/03)
Benzyl p-bromophenyl sulfoxide 1 was obtained on a multigram scale and in an enantiomerically pure form by an enantioselective catalytic oxidation, using tert-butyl hydroperoxide in the presence of chiral titanium complexes. Some mechanistic and stereochemical features of interest were studied in this process. Compound 1 was then subjected to two different substitution reactions with Grignard reagents, which caused two sequentially stereocontrolled carbon-for-carbon displacements, leading to chiral nonracemic dialkyl sulfoxides.
