Catalyst- and solvent-free regioselective ring opening of aziridines with amines: application in the gram-scale synthesis of the α,β-diamino propionic derivative, aspergillomarasmine A

作者：Lin, Xing; Zhang, Dajun; Li, Jing; Zhang, Lei^*

来源：Organic and Biomolecular Chemistry, 2023, 21(24): 4977-4981.

DOI：10.1039/d3ob00722g

• ORTHOGONALLY PROTECTED AZALANTHIONINES
• BETA-CYCLODEXTRIN
• POTASSIUM THIOCYANATE
• N-TOSYLAZIRIDINES
• FLUORESCENT-PROBE
• EFFICIENT
• WATER
• INHIBITOR
• EPOXIDES
• THIOLS

A green and efficient approach for synthesizing alpha,beta-diamino propionic derivatives was developed through the ring opening of alpha-C-alkyloxycarbonyl aziridine. This method features catalyst- and solvent-free conditions, high regioselectivity, and wide substrate scope including solid amines, and realizes the gram-scale synthesis of aspergillomarasmine A.