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[(1S)-endo]-(−)-borneol-tethered oxazoline phosphite as a P,N-bidentate ligand in palladium-catalyzed enantioselective allylic amination
Authors:E. B. Benetsky  A. S. Safronov  T. B. Grishina  P. V. Petrovskii  V. A. Davankov  K. N. Gavrilov
Affiliation:(1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation;(2) S. A. Esenin Ryazan State University, 46 ul. Svobody, 390000 Ryazan, Russian Federation
Abstract:P,N-Bidentate oxazoline phosphite containing an acyclic phosphorus center with [(1S)-endo]-(−)-borneol fragments and its palladium chelate complex [Pd(η-C3H5)(η2-P,N)]BF4 were synthesized for the first time. The use of this new ligand in Pd-catalyzed asymmetric amination of 1,3-diphenylpropenyl acetate with pyrrolidine afforded the product with 86% ee. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2106–2108, December, 2006.
Keywords:chiral phosphites  ligands  palladium complexes  asymmetric amination  metal complex catalysis  asymmetric synthesis
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