Absolute Stereochemical Determination of Asymmetric Sulfoxides via Central to Axial Induction of Chirality

Abstract

The absolute configuration of chiral sulfoxides is determined by means of host-guest complexation that leads to the induction of axial chirality in an achiral host. The central to axial induction of helicity is rationalized by a simple recognition of the relative length and size of the substituents attached to the S-center. This technique is used to determine the absolute configuration of chiral sulfoxides, requiring micrograms of sample, without the need for prefunctionalization.