Abstract
Sphingosine 1 is common metabolite in vivo. It is proved that sphingosine could stimulate cell growth or induce apoptosis of cells under different conditions. The observation provides a new strategy and a promising approach for the treatment of drug resisting tumors. The synthesis of optically pure sphingosine was studied by many groups in the past 50 years. In this thesis, the chiral auxiliary 53 studied in our lab was employed to synthesize sphingosine 1a. After condensation of amide 53 and glycinate 61, imine 54 was deprotonated and the enolate reacted with □□□-unsaturated aldehyde 60. After hydrolysis and reduction, optically pure D-erythro sphingosine 1a was obtained.