354112-91-7Relevant academic research and scientific papers
Investigation of the importance of nitrogen substituents in a N-P chiral ligand for enantioselective allylic alkylation
Anderson, James C.,Cubbon, Rachel J.,Harling, John D.
, p. 923 - 935 (2007/10/03)
The synthesis of three chiral chelate nitrogen-phosphorus (S)-valine derived ligands with the potential for stereogenic nitrogen donation is described. In palladium catalysed allylic substitution reactions the ligands induced varying enantioselectivities ranging from 92% e.e. of the (R)-enantiomer to 83% e.e. of the (S)-enantiomer. Structural and spectroscopic investigations into the origin of this effect were conducted, but were inconclusive. However, the importance of the consideration of N-substituents in such systems is highlighted.
