Cationic planar chiral palladium P,S complexes as highly efficient catalysts in the enantioselective ring opening of oxa- and azabicyclic alkenes

Angewandte Chemie - International Edition

Volumn 43, Issue 30, 2004, Pages 3944-3947

  Cabrera, Silvia ^a   Gómez Arrayás, Ramón ^a   Carretero, Juan C ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

Alkenes; Asymmetric catalysis; Ferrocenyl ligands; Palladium; S ligands

Indexed keywords

CATALYSTS; OLEFINS; PALLADIUM COMPOUNDS; POSITIVE IONS; ZINC;

ENANTIOSELECTIVITIES; PLANAR CHIRALS; ZINC REAGENTS;

ORGANOMETALLICS;

ALKENE; FUSED HETEROCYCLIC RINGS; PALLADIUM COMPLEX;

ARTICLE; CATALYSIS; CATALYST; ENANTIOSELECTIVITY; RING OPENING;

EID: 4544377519     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200460087     Document Type: Article

References (29)

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24. -3. Absolute structure parameter -0.008(5).
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26. -3. Absolute structure parameter -0.01(3). CCDC-231878 and CCDC-229828 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/ conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+ 44) 1223-336-033; or deposit@ccdc.cam.ac.uk).
27. The absolute configuration of the alcohols 2-4 and 6a was established by comparison with the data obtained by HPLC using a chiral stationary phase for both enantiomers of these compounds (see references [5c] and [5d]).
28. In all these reactions the enantioselectivity achieved from [(1e)Pd(Cl)(Me)] was significantly higher than that from the parent diphenylphosphanyl catalyst [(1a)Pd(Cl)(Me)].
29. A higher reactivity was found in DCE than in toluene, probably as a result of the increased solubility of the cationic Pd complex in the former.