The synthesis of single-isomer cyclodextrins for the enantiomeric separation of sulfoxides and sulfoximines

Abstract

Chiral sulfoxides belong to the class of chiral organosulfur compounds that are widely used in asymmetric synthesis. Their application as chiral synthons has become a well established and reliable strategy. This is mainly due to their availability and high asymmetric induction exerted by the chiral sulfinyl group. Equally important in making effective use of these reagents is the ability to efficiently separate these compounds and to be able to determine the enantiomeric excess of one enantiomer over the other. In this research effort, the investigator proposes the synthesis of single isomer cyclodextrins in order to develop an effective method to determine enantiomeric excess in mixtures of sulfoxide and sulfoximine enantiomers. These single-isomer cyclodextrins are employed as chiral resolving agents in capillary electrophoresis for the enantiomeric separation of chiral sulfoxide derivatives.