Enantioselective palladium catalyzed allylic amination using new chiral pyridine-phosphine ligands

Synlett

Volumn , Issue 1, 1998, Pages 49-50

  Constantieux, Thierry ^a   Brunel, Jean Michel ^a   Labande, Agnès ^a   Buono, Gérard ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 25144437546     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1561     Document Type: Article

References (35)

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22. Various groups have already reported high ee in asymmetric palladium catalyzed allylic amination, for example see : (a) Hayashi, T.; Yamamoto, A.; Ito, Y.; Nishioka, E.; Miura, H.; Yanagi, K. J. Am. Chem. Soc. 1989, 111, 6301.
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26. 31P NMR spectroscopy and after 2 h, the solvent was removed under vacuum. The product was purified by column chromatography (eluent : AcOEt/petroleum ether) affording the corresponding ligands 1-4 in good chemical yields and in a total anti diastereoselectivity. Syn diastereomer could not be obtained due to the highly unstable intermediate compound which totally epimerizes at the phosphorus atom to produce the thermodynamic diastereomer anti. (a) Cros, P.; Buono, G.; Peiffer, G.; Denis, D.; Mortreux, A.; Petit, F. New. J. Chem. 1987, 11, 573.
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29. 3) 122.1.
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35. In the structure of diastereomeric complexes 8 and 9, the absolute configuration at the phosphorus atom has been well established by X-ray analysis structure of Iigand 1. Brunel, J. M.; Constantieux, T.; Buono, G. Unpublished results.