Synthesis of Enantiopure Planar-Chiral Thiourea Derivatives
13 August 2010 (eFirst)
An efficient access to enantiopure pseudo-geminally substituted 4-amino-13-bromo[2.2]paracyclophane is described. The aminobromide was employed in cross-coupling reactions to yield arylated 4-amino[2.2]paracyclophanes. The amines were converted into enantiopure planar-chiral thioureas, which are potential hydrogen-bond donors for enantioselective organocatalysis.
thiourea - hydrogen-bond donor - planar-chiral - cross-coupling