Collect. Czech. Chem. Commun. 2000, 65, 549-554

Synthesis and Resolution of a New C2-Symmetric Chiral Bis-Aniline, trans-1,2-Bis(2-aminophenyl)cyclopentane

Jin-Song Yang, Kazuhiro Kondo and Yasuoki Murakami*

School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan


New C2-symmetric trans-1,2-bis(2-aminophenyl)cyclopentanes 2a and 2b were synthesized in optically pure forms (99% ee) from the known racemic trans-1,2-bis(2-hydroxyphenyl)cyclopentane (3) by the conversion to its bis-triflate 4 followed by the Buchwald amination and resolution.

Keywords: Amines; Chiral bis-anilines; C2-Symmetry; N-Ligand; Asymmetric catalysis; Axial chirality.

References: 12 live references.