Chiral iminopyridines obtained by reaction between a variety of chiral amines and pyridyl aldehydesor ketones were assessed as catalysts in the enantioselective Henry reaction between nitromethaneand 2-methoxybenzaldehyde in the presence of copper(II) acetate. 1-(2-Methoxyphenyl)-2-nitroethanolwas obtained in moderate yields and good enantioselectivities (up to 82% ee) under straightforwardexperimental conditions without the need for air or moisture exclusion. The best enantioselectivity (82%ee) was obtained by an iminopyridine based on a camphane skeleton.
Synthesis and application of new iminopyridine ligands to enantioselective copper(II)-catalyzed Henry reaction
Maurizio Solinas;Barbara Sechi;
2013
Abstract
Chiral iminopyridines obtained by reaction between a variety of chiral amines and pyridyl aldehydesor ketones were assessed as catalysts in the enantioselective Henry reaction between nitromethaneand 2-methoxybenzaldehyde in the presence of copper(II) acetate. 1-(2-Methoxyphenyl)-2-nitroethanolwas obtained in moderate yields and good enantioselectivities (up to 82% ee) under straightforwardexperimental conditions without the need for air or moisture exclusion. The best enantioselectivity (82%ee) was obtained by an iminopyridine based on a camphane skeleton.File in questo prodotto:
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