354112-89-3Relevant academic research and scientific papers
Improved and efficient synthesis of chiral N,P-ligands via cyclic sulfamidates for asymmetric addition of butyllithium to benzaldehyde
Roennholm, Petra,Soedergren, Mikael,Hilmersson, Goeran
, p. 3781 - 3783 (2007)
A robust and scaleable route to chiral 1-isopropylamino-2- (diphenylphosphino)ethanes is described via the ring-opening of chiral, cyclic sulfamidates with potassium diphenylphosphide (KPPh2). The novel protocol offers a robust access to gram q
A long-range chiral relay via tertiary amide group in asymmetric catalysis: new amino acid-derived N,P-ligands for copper-catalysed conjugate addition.
Malkov, Andrei V,Hand, John B,Kocovsky, Pavel
, p. 1948 - 1949 (2007/10/03)
New N,P-ligands 4-6, derived from valinol and prolinol, respectively, have been developed for the asymmetric, copper(I)-catalysed conjugate addition of diethylzinc to unsaturated ketones; the tertiary amide group has been shown to effectively relay the chiral information from the ligand backbone to the active centre.
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.
