Oxazoline Mediated Routes to a Unique Amino-acid, 4-Amino-13-carboxy[2.2]paracyclophane, of Planar Chirality

Efficient syntheses leading to 4-amino-13-carboxy[2.2]paracyclophane and derivatives are described. Novel oxazolinyl[2.2]paracyclophanes are used as intermediates and the oxazolinyl and amide groups are shown to be strong ψ-geminal directing groups. Compounds with potential as catalysts have been made.