Design of an Axially Chiral Dicarboxylic Acid and Its Application in Syntheses of Optically Active β-Amino Acids and β-Amino Phosphonic Acid Derivatives

Abstract

An axially chiral dicarboxylic acid was developed as a new chiral Brønsted acid catalyst. With this novel catalyst in hand, N-Boc-protected β-amino acids or β-amino phosphonic acid derivatives could be obtained in high yields and enantioselectivities by asymmetric Mannich-type reaction of N-Boc imines and diazo compounds.

Key words

amino acids - asymmetric catalysis - carboxylic acids - diazo compounds - Mannich-type reaction

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