349472-93-1Relevant academic research and scientific papers
Enantioselective baeyer-villiger oxidation catalyzed by palladium(II) complexes with chiral P,N-ligands
Malkov, Andrei V.,Friscourt, Frederic,Bell, Mark,Swarbrick, Martin E.,Kocovsky, Pavel
, p. 3996 - 4003 (2008/09/20)
(Chemical Equation Presented) Asymmetric Baeyer-Villiger reaction of symmetrical cyclobutanones 1a-j with urea-hydrogen peroxide (UHP) can be catalyzed by a complex of Pd(II) and the new terpene-derived P,N-ligand 7. The resulting lactones 2a-j were obtained in high yields and with good enantioselectivity (≤81% ee).
Modular pyridine-type P,N-ligands derived from monoterpenes: Application in asymmetric Heck addition
Malkov, Andrei V.,Bella, Marco,Stará, Irena G.,Ko?ovsky, Pavel
, p. 3045 - 3048 (2007/10/03)
Novel (diphenylphosphinophenyl)pyridine ligands (+)-8, (+)-15, (-)-21, and (-)-26 were synthesized from (-)-β-pinene, (+)-3-carene, (+)-2-carene, and (-)-α-pinene, respectively, via Kro?hnke annulation as the key step, and shown to effect ≤88% ee in Heck addition (27→28). Ligands (+)-15 and (-)-21 are quasi-enantiomeric; ligands 8 and 26 can be prepared in both enantiomeric forms from (+)- and (-)-enantiomers of α- and β-pinene, respectively.
