251087-91-9Relevant 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 (2001)
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.
Dramatic reversal of enantioselection in a palladium catalysed allylic substitution by choice of nitrogen substituents in a N-P chiral ligand
Anderson, James C.,Cubbon, Rachel J.,Harling, John D.
, p. 2829 - 2832 (2007/10/03)
Two chiral chelate nitrogen-phosphorus ligands derived from (S)-valine, with the potential for stereogenic nitrogen donors, gave dramatically different enantioselectivities, ranging from 92% ee (R) to 83% ee (S), in the palladium catalysed allylic substit
