| 초록 |
Enantiomerically pure β-hydroxy α-amino acid is a useful synthon for synthesis of biologically active natural products, which exhibit antibiotic, anticancer, and immunosuppressant activities. Due to the various utilities of β-hydroxy α-amino acid, a number of asymmetric synthetic methods for β-hydroxy α-amino acid have been reported. In this study, the β-hydroxyl group is stereoselectively introduced via an intramolecular conjugate addition of theN-hydroxymethyl group to the nitroolefins prepared from the configurationally stable lactol derivatives of α-amino acids.The nitromethyl group in the additionproduct can be converted into various functional groups like an aldehyde, a carboxylic acid or an aminomethyl group. The stereoselectivity of the intramolecular conjugate addition of nitroolefin is determined by 1H-NMR and GCMS. |
