Excellent Enantioselective Organocatalytic One-Pot Desymmetrization of meso-1,2-Diols through Asymmetric Acylation and Silylation by a Chiral 1,2-Diamine Derived from (S)-Proline

The one-pot desymmetrization of meso-1,2-diols was successfully performed via their benzoylation, and subsequent silylation to give the corresponding siloxy esters in excellent enantioselectivities. The reduction of these siloxy esters afforded the corresponding beta-siloxy alcohols without any loss in enantioselectivity.

Automated summary

The one-pot desymmetrization of meso-1,2-diols was successfully achieved via benzoylation and subsequent silylation, leading to the formation of corresponding siloxy esters with excellent enantioselectivities. The reduction of these siloxy esters produced the corresponding beta-siloxy alcohols without any loss in enantioselectivity.