Convenient Synthesis Of Bromovinyl Deoxyuridine (BVDU) And Synthesis And Application Of Novel Chiral Ferrocene Ligands

Recently, it is one of the hot issues on the research of the anti-herpes agent and their activity. Nowadays E-5-(2-bromovinyl)-2’-deoxyuridine as the latest developed agent is the most potent and most selective antiviral drug used for treatment of infections with Herpes simplex virus type 1 (HSV-1) as well as Varicella zoster virus (VZV). E-5-(2-bromovinyl)-2’-deoxyuridine (BVDU) was conveniently synthesized via four steps of hydroxylmethylation, selective oxidation, Knoevenagel condensation and Hunsdiecker reaction, from commercially available 2’-deoxyuridine with unprotected hydroxy groups. The protocol is suitable for the commercial production of BVDU.Asymmetric catalysis is one of effective ways to obtain chiral compounds. The design and synthesis of chiral ligands is the key to develop the asymmetric catalysis. Since the discovery of ferrocene in 1951, chiral ligands with a ferrocene backbone have received much attention in the past decades because of their special structure. Therefore, Ferrocene-based chiral ligands designed for asymmetric synthesis have attracted tremendous scientific interest, some of which have also been successfully applied in industrial processes. This thesis reported the synthesis of novel ferrocene ligands and their applications in the asymmetric reactions. The major work is the research on the synthesis and application of novel chiral C2-symmetric N, P ligand. This kind of ligands can be easily prepared from ferrocene and L-serine methyl ester hydrochloride with several steps in high overall yields. Their applications in the asymmetric alkylation will be on the further study.