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

Org Biomol Chem. 2010 Jan 7;8(1):137-41. doi: 10.1039/b916601g. Epub 2009 Oct 27.

Abstract

Asymmetric reduction of ketimines with trichlorosilane can be catalysed by the Lewis-basic N-methylvaline-derived formamide anchored to a soluble dendron () 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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Catalysis
  • Formamides / chemistry*
  • Imines / chemistry*
  • Oxidation-Reduction
  • Silanes / chemistry*

Substances

  • Anthracenes
  • Formamides
  • Imines
  • Silanes
  • dendron
  • formamide
  • trichlorosilane