4.0 Article

Applications of N′-alkylated derivatives of TsDPEN in the asymmetric transfer hydrogenation of C=O and C=N bonds

Journal

TETRAHEDRON-ASYMMETRY
Volume 21, Issue 18, Pages 2258-2264

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2010.07.013

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Funding

  1. EPSRC [EP/F019424/1]
  2. EPSRC [EP/F019424/1] Funding Source: UKRI
  3. Engineering and Physical Sciences Research Council [EP/F019424/1] Funding Source: researchfish

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Arene/Ru(II) complexes of (R,R)-N-alkyl-TsDPEN ligands are effective in the asymmetric transfer hydrogenation of ketones and imines in formic acid/triethylamine solution. The complex derived from the N'-Bn derivative of TsDPEN reduces monocyclic imines in up to 60% ee, whilst the N'-Me derivative of TsDPEN forms a more active catalyst than the non-alkylated analogue and reduces ketones in up to 97% ee. (C) 2010 Elsevier Ltd. All rights reserved.

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