Structural Diversity‐Oriented Synthesis of Orthogonally Protected Cyclic Amino Acid Derivatives with Multiple Stereogenic Centers

Abstract

AbstractThe synthesis of three‐dimensional cyclopentane amino acid derivatives with multiple stereocenters and with high regiochemical and diastereochemical diversity has been achieved starting from cyclopentadiene‐derived β‐aminocyclopentenecarboxylic acid. The small‐molecular design was based on stereo‐ and regiocontrolled functionalization of the starting cyclopentene β‐amino acid through stereoselective oxirane formation/regioselective oxirane opening and resulted in regio‐ and diastereoisomers of novel orthogonally protected aminocyclopentanecarboxylates.