# Enantioconvergent Access to Chiral S(VI) Stereocenters by Kinetic Resolution of Sulfonimidoyl Chlorides

## TL;DR

A new catalytic method enables the production of chiral sulfur(VI) compounds with high enantioselectivity.

## Contribution

The study introduces a novel enantioconvergent kinetic resolution strategy for chiral sulfur(VI) stereocenters.

## Key findings

- The method provides enantioconvergent access to sulfonimidoyl chlorides and sulfonimidates.
- Noncovalent interactions and the catalyst's unfunctionalized backbone are crucial for enantioselectivity.

## Abstract

Sulfur chirality has recently gained in importance across a wide range of chemical domains. However, the dearth of catalytic approaches for sulfur(VI) stereocenters continues to present a challenge for the broader utilization of chiral‐at‐sulfur motifs. We report herein the development of a previously unexplored approach for the kinetic resolution of chiral sulfur(VI) functionalities that leverages the electrophilic reactivity of sulfur(VI) stereocenters. This catalytic strategy provides enantioconvergent access to sulfonimidoyl chlorides and sulfonimidates, which are some of the least explored and catalytically accessible stereogenic S(VI) functionalities. This study also elucidates the key roles of noncovalent interactions and highlights the importance of the unfunctionalized backbone of the catalyst in imparting high enantioselectivity to the kinetic resolution of heteroatom stereocenters.

An enantioconvergent approach for the kinetic resolution of S(VI) stereocenters that leverages the electrophilic reactivity of the chiral sulfur atom is described. The catalytic process provides access to sulfonimidoyl chlorides and sulfonimidates, which are among the least studied S(VI) functionalities. Mechanistic studies reveal key roles of substrate interactions with the unfunctionalized catalyst backbone in the enantioselective process.