The Development of a New Synthetic Method for Cyclic Dehydroamino Acid Derivatives by the Intramolecular Cyclization Reaction via Imine Anion

摘要

The polyhydroxy dehydroamino acid derivative that has a mesyl group as a leaving group was synthesized starting from D-arabinose.When this dehydroamino acid was treated with strong base,a hydrogen on amide nitrogen was abstracted to form an imine anion.The resulting imine anion immediately performed a substitution reaction with a carbon that has a mesyl group,and a new cyclized dehydroamino acid derivative was produced in high yield.