145497-48-9Relevant academic research and scientific papers
The atropo-enantioselective reduction of configurationally unstable biaryl hydroxy aldehydes - A novel approach to axially chiral biaryls
Bringmann, Gerhard,Breuning, Matthias
, p. 634 - 636 (1998)
The oxazaborolidine-assisted atropo-enantioselective catecholborane reduction of configurationally unstable biaryl hydroxy aldehydes to axially chiral biaryl alcohols by (dynamic) kinetic resolution is achieved in enantiomeric ratios (er) of up to 92:8. Using the same chiral auxiliary, the M- or, optionally, the P-configurated atropisomer can be obtained in good er's - just by variation of the relative quantity of the achiral reductant. This hints at the existence of two competing reaction pathways with opposite asymmetric inductions. The enantiomeric ratios observed strongly depend on the relative steric demand of the substituents ortho to the biaryl axis.
Synthesis and Structure of Benzonaphthopyrans; Helically Distorted, Bridged Biaryls with Different Steric Hindrance at the Axis
Bringmann, Gerhard,Hartung, Thomas,Goebel, Lothar,Schupp, Olaf,Peters, Karl,Schnering, Hans Georg von
, p. 769 - 776 (2007/10/02)
A simple two-step synthesis of a series of ether-type bridged biaryls 3, as favorable models for studies of helimerization processes, is described.Starting from the known corresponding lactones 1, a variety of differently substituted representatives 3 is
