Homochiral bicyclic isoxazolidinylpyridin-4(1H)-ones have been synthesised by an intramolecular nitrone cycloaddition process, starting from homochiral beta-amino acids. Stereoselection at C-2 or C-3 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. (c) Wiley-VCH Verlag GmbH & Co.
From amino acids to enantiopure bicyclic isoxazolidinylpyridin-4(1H)-ones through intramolecular nitrone cycloadditions
Chiacchio, MA;Corsaro, A;Rescifina, A
2005-01-01
Abstract
Homochiral bicyclic isoxazolidinylpyridin-4(1H)-ones have been synthesised by an intramolecular nitrone cycloaddition process, starting from homochiral beta-amino acids. Stereoselection at C-2 or C-3 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. (c) Wiley-VCH Verlag GmbH & Co.File in questo prodotto:
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