ChemInform Abstract: Synthesis of Orthogonally Protected 1,2‐Diaminopropanoic Acids by Ring‐Opening of 3‐Unsubstituted N‐Activated Aziridine 2‐Carboxylates with para‐Methoxybenzylamine: A Study of the Regioselectivity of the Reaction.

Abstract

Reaction. -The ring-opening of N-protected aziridine 2-carboxylates with p-methoxybenzylamine is studied. Both N-protecting group and the ester alkyl group have a significant influence on the ratio of attack at the α or β positions of the aziridine. However, the regiochemical outcome is not predictable. -(O'BRIEN, K.; KELLEHER*, F.; Tetrahedron Lett. 54 (2013) 48, 6627-6630, http://dx.