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À propos de : A New Chiral at Metal Catalyst for EnantioselectiveDiels−Alder Reactions: Observation of IsomericIntermediates        

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  • A New Chiral at Metal Catalyst for EnantioselectiveDiels−Alder Reactions: Observation of IsomericIntermediates
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  • The chiral at metal complex [CyRuCl(R)-QUINAP]SbF6, 1, was prepared from (CyRuCl2)2,(R)-QUINAP, and AgSbF6. Characterization by 1H, 31P{1H}, and 13C{1H} NMR spectroscopyindicated a 5:1 mixture of diastereomers was present; single-crystal X-ray diffraction studiesrevealed that the major diastereomer possessed the (RRu, RQUINAP) absolute configuration.The dicationic complex, which was prepared in situ when 1 was treated with 0.9 equiv ofAgSbF6, catalyzed the Diels−Alder reaction of CpH and methacrolein in 99% ee at −24 °C.
  • The dicationic complex that is prepared in situ when (RRu, RQUINAP)-[CyRuCl-QUINAP]SbF6 is treated with 0.9 equiv of AgSbF6 catalyzes the reaction of cyclopentadiene and methacrolein to yield the Diels−Alder adduct in 99% ee at −24 °C.
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