The concise synthesis and resolution of planar chiral [2.2]paracyclophane oxazolines by C–H activation

Abstract

Racemic bromo[2.2]paracyclophanes are directly transformed into enantiomerically pure planar chiral oxazolines in one step with simultaneous resolution of planar chirality.

Optical resolution of pseudo-para-disubstituted [2.2]paracyclophane: a chiral building block for optically active helicene-stacked molecules emitting circularly polarized luminescence

“…To the best of our knowledge, there are a few reports on the optical resolution of pseudo- para -disubstituted [2.2]paracyclophane using the kinetic resolution method. 7 Akiyama et al attempted kinetic resolution of racemic pseudo- para -bromohydroxy[2.2]paracyclophane using chiral phosphoric acid as the catalyst. 7 a Benedetti and Micouin reported the ruthenium-catalyzed asymmetric transfer hydrogenation 8 of pseudo- para -diformyl[2.2]paracyclophane to obtain the corresponding enantiopure pseudo- para -formyl-hydroxymethyl[2.2]paracyclophane.…”