Enantioselective epoxidations of alkenes (12 examples) were achieved using a Shi-type carbohydrate-derived hydrate and Oxone. The chiral platform provided by the catalyst tolerates a wide range of substituents providing high yields and enantioselectivities (80-95.5% ee). However, styrene derivatives were only converted with poor selectivities (11-26% ee).
![Exploring substrate scope of Shi-type epoxidations](https://www.iciq.org/wp-content/uploads/2014/03/Exploring-substrate-scope_2856.gif)