P ‐Chiral Monodentate Diamidophosphites − New and Efficient Ligands for Palladium‐Catalysed Asymmetric Allylic Substitution
2004; Wiley; Volume: 2004; Issue: 10 Linguagem: Inglês
10.1002/ejoc.200300694
ISSN1434-193X
AutoresV. N. Tsarev, S. E. Lyubimov, Alexei A. Shiryaev, Sergey V. Zheglov, Oleg G. Bondarev, В. А. Даванков, A. Kabro, Sergey K. Moiseev, V. N. Kalinin, Konstantin N. Gavrilov,
Tópico(s)Boron Compounds in Chemistry
ResumoAbstract 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(allyl)(L) 2 ] + BF 4 − complexes have been obtained by starting from [Pd(allyl)Cl] 2 . The new ligands have demonstrated high enantioselectivity in the Pd‐catalysed allylic substitution reactions of 1,3‐diphenylallyl acetate with NaSO 2 p Tol (up to 97% ee ), PhCH 2 NH 2 (up to 95% ee ) and CH 2 (CO 2 Me) 2 (up to 97% ee ). Application of the P *‐monodentate diamidophosphites to the asymmetric catalytic synthesis of chiral carborane derivatives has also been demonstrated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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