A new entry to asymmetric synthesis of optically active α,γ-substituted γ-butyrolactones, using a carbohydrate derived amide as both a chiral auxiliary and a proton source

DIAGRAM A new entry for the asymmetric synthesis of optically active alpha,gamma-substituted gamma-butyrolactones was developed by using a carbohydrate-derived amide as both a chiral auxiliary and a proton source. Unlike the previously reported examples, the chiral auxiliary, employed in this reaction also successfully functioned as a protonating agent. Excellent asymmetric induction could be achieved by this dual stereoselective control in the reaction process.