4.6 Article

Dendron-anchored organocatalysts: the asymmetric reduction of imines with trichlorosilane, catalysed by an amino acid-derived formamide appended to a dendron

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 8, Issue 1, Pages 137-141

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b916601g

Keywords

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Funding

  1. EPSRC [GR/S87294/01, EP/E018211/1]
  2. Royal Society of Edinburgh
  3. Astra Zeneca
  4. University of Glasgow
  5. TUBITAK [105S353]
  6. TUBA-GEBIP
  7. Engineering and Physical Sciences Research Council [EP/E018211/1, GR/S87294/01] Funding Source: researchfish

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Asymmetric reduction of ketimines 1a-f with trichlorosilane can be catalysed by the Lewis-basic N-methylvaline-derived formamide anchored to a soluble dendron (11c) with good enantioselectivity (<= 94% ee) and low catalyst loading (typically 5 mol%) at room temperature in toluene. This protocol represents an improvement and simplification of the isolation procedure and recovery of the catalyst.

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