Homochiral bicyclic isoxazolidinylpyridin-4(1H)-ones have been synthesised by an intramolecular nitrone cycloaddition process, starting from homochiral β-amino acids. Stereoselection at C2 or C3 of the acyclic substrate appears to give the best results in the control of the stereochemistry of the new formed chiral centres. The synthetic approach has been further directed towards functionalised piperidones.

From amino acids to enantiopure bicyclic isoxazolidinylpyridin-4(1H)-ones through intramolecular nitrone cycloadditions

ROMEO, Roberto;IANNAZZO, Daniela;PIPERNO, Anna;
2005

Abstract

Homochiral bicyclic isoxazolidinylpyridin-4(1H)-ones have been synthesised by an intramolecular nitrone cycloaddition process, starting from homochiral β-amino acids. Stereoselection at C2 or C3 of the acyclic substrate appears to give the best results in the control of the stereochemistry of the new formed chiral centres. The synthetic approach has been further directed towards functionalised piperidones.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11570/1433473
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