ACYLATIVE DESYMMETRIZATION OF GLYCEROL DERIVATIVES BY CHIRAL DMAP DERIVATIVES

An efficient enantioselective acylative desymmetrization of glycerol was developed by using a chiral DMAP derivatives 1e having a 1,1'-binaphthyl unit. The reactions required only 0.1 mol% of the catalyst and showed moderate to good enantioselectivity (up to 94:6 er). Control experiments revealed that the first acylation of a glycerol derivative proceeded selectively rather than the second acylation to give diacylate.

Automated summary

In this study, an efficient enantioselective acylative desymmetrization of glycerol was achieved using a chiral DMAP derivative. The reaction showed moderate to good enantioselectivity with only 0.1 mol% of the catalyst required. Control experiments confirmed the selective nature of the acylation process.