735278-45-2Relevant academic research and scientific papers
Looking for a synergic effect between NHCs and chiral P-ligands
Toselli, Nicolas,Martin, David,Buono, Gerard
supporting information; experimental part, p. 1453 - 1456 (2009/04/10)
(Graph Presented) The issue of the added value of NHCs in asymmetric catalysis with respect to trusted chiral P-ligands was addressed: considering a prototypical asymmetric allylic alkylation reaction as a model, the association of a priori inhibiting and
P-chiral monodentate diamidophosphites - New and efficient ligands for palladium-catalysed asymmetric allylic substitution
Tsarev, Vasily N.,Lyubimov, Sergey E.,Shiryaev, Alexei A.,Zheglov, Sergey V.,Bondarev, Oleg G.,Davankov, Vadim A.,Kabro, Anzhelika A.,Moiseev, Sergey K.,Kalinin, Valery N.,Gavrilov, Konstantin N.
, p. 2214 - 2222 (2007/10/03)
Novel P*-monodentate diamidophosphite ligands have been prepared by a one-step phosphorylation of alcohols or amines. Both the electronic and the steric demands of the ligands have been estimated quantitatively. Neutral [Pd(allyl)Cl(L)] and cationic [Pd(a
Scope and limitations of the aromatic anionic [1,3] P-O to P-C rearrangement in the synthesis of chiral o-hydroxyaryl diazaphosphonamides
Legrand, Olivier,Brunel, Jean Michel,Buono, Gérard
, p. 595 - 603 (2007/10/03)
The influence of numerous parameters in the aromatic anionic [1,3] P-O to P-C rearrangement in the synthesis of chiral o-hydroxyaryl diazaphosphonamides has been envisaged. Various strong bases such as LDA, sec-BuLi, tert-BuLi have been conveniently used. The scope of the regioselectivity of the rearrangement has been particularly studied varying the nature of the phenoxy group implied in this reaction. A totally diastereoselective P-O to P-C migration rearrangement has been observed starting from a thiophosphonamide precursor. Moreover, starting from a phenylthio substituted phosphonamide, a totally diastereoselective P-S to P-C rearrangement of the diazaphosphonamide moiety has also been demonstrated. (C) 2000 Elsevier Science Ltd.
Totally stereoselective P-O to P-C migration rearrangement: Application to the synthesis of new chiral O-hydroxyaryl phosphine oxides
Legrand, Olivier,Brunel, Jean Michel,Constantieux, Thierry,Buono, Gerard
, p. 1061 - 1067 (2007/10/03)
The synthesis of a novel class of chiral o-hydroxyaryl phosphine oxides by the rearrangement of a P-O to a P-C bond is described. This reaction proceeds with excellent yields (75-95%) and total retention of the configuration on the phosphorus atom. In the case of the treatment of an equimolar mixture of the diastereomers anti-2e and syn-2f, the resulting compounds anti-3e and syn-3f, obtained in a 1:1 molar ratio, were separated and characterized by X-ray diffraction. On the basis of the experimental results, we suggest that the migration mechanism is addition-pseudorotation-elimination; this explains the total stereoselectivity observed at the phosphorus atom.
