The title compounds were easily synthesized starting from readily available α-L-amino acid methyl esters in excellent overall yields. The key feature of the methodology here reported was the TiCl4 mediated condensation of the 4-methoxybenzaldehyde with the free α amino function of the amino acid derivatives. This process was clean and highly stereoselective, and the corresponding enantiomerically pure chiral imines were recovered without need of chromatographic procedures.
The title compounds were easily synthesized starting from readily available a-L-amino acid methyl esters in excellent overall yields. The key feature of the methodology here reported was the TiCl4 mediated condensation of the 4-methoxybenzaldehyde with the free a amino function of the amino acid derivatives. This process was clean and highly stereo selective, and the corresponding enantiomerically pure chiral imines were recovered without need of chromatographic procedures.
Highly stereoselective synthesis of optically pure C-aryl imines from α-L-amino acid methyl esters
LEGGIO, Antonella;Napoli A;SICILIANO, Carlo;
2003-01-01
Abstract
The title compounds were easily synthesized starting from readily available α-L-amino acid methyl esters in excellent overall yields. The key feature of the methodology here reported was the TiCl4 mediated condensation of the 4-methoxybenzaldehyde with the free α amino function of the amino acid derivatives. This process was clean and highly stereoselective, and the corresponding enantiomerically pure chiral imines were recovered without need of chromatographic procedures.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
