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Paper
Org. Biomol. Chem., 2010, 8, 137 - 141, DOI: 10.1039/b916601g
Dendron-anchored organocatalysts: the asymmetric reduction of imines with trichlorosilane, catalysed by an amino acid-derived formamide appended to a dendron
Marek Figlus, Stuart T. Caldwell, Dawid Walas, Gulen Yesilbag, Graeme Cooke, Pavel Ko
ovský, Andrei V. Malkov and Amitav Sanyal
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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