Synthesis Of Chiral Acyclonucle Osides Through Sharpless Asymmetric Epoxidation

Nucleoside and nucleotide compounds play important roles in anti-AIDS drugs, anti-tumor andanti-virus, and they accounte for a considerable proportion of drugs which have been used in clinicalantiviral, and chiral acyclonucleosides are the most effective ones. So the method of synthesisacyclonucleosides has been known. In this paper, we have devoted our efforts to design and synthesis thenovel acyclonucleosides.We got the chiral cinnamic epoxide (85%yield,95%ee) via Sharpless asymmetric epoxidation. Thenat the condition of sodium hydride as base, we got the acyclonocleosides (85%yield,>99ee) throughring-opening reaction which the raw material was purine derivatives.The advantages of our method was:1) the regioselective and enantioselective of the product was high;2) the method of synthesis chiral side chain wsa easy,which overcome the synthesis of it.