Dendron-anchored organocatalysts: the asymmetric reduction of imines with trichlorosilane, catalysed by an amino acid-derived formamide appended to a dendron.
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.
Figlus
Marek
M
WestCHEM, Department of Chemistry, Joseph Black Building, University of Glasgow, UK.
Caldwell
Stuart T
ST
Walas
Dawid
D
Yesilbag
Gulen
G
Cooke
Graeme
G
Kocovský
Pavel
P
Malkov
Andrei V
AV
Sanyal
Amitav
A
D000873:Anthracenes / Q000737:chemistry*; D002384:Catalysis; D005559:Formamides / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*
D000873:Anthracenes; D005559:Formamides; D007097:Imines; D012821:Silanes; C501244:dendron; C031066:formamide; C065893:trichlorosilane