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Prof. Michael North and Dr. James M. Watson Asymmetric Addition of Cyanide to β-Nitroalkenes Catalysed by Chiral Salen Complexes of Titanium(IV) and Vanadium(V) ChemCatChem 5

Version of Record online: 28 MAY 2013 | DOI: 10.1002/cctc.201300215

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Salen but not goodbye: The structurally well-defined Ti and V complexes [Ti(salen)O]2 and VO(salen)NCS are highly effective catalysts for the asymmetric addition of trimethylsilyl cyanide to aliphatic nitroalkenes to give nitronitriles with 79–89 % enantiomeric excess and in 77–93 % isolated yield. Only 2–3 mol % of catalyst is required. Catalysts derived from (R,R)-salen add cyanide to the si face of the nitroalkene.

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