The stereoselective synthesis of cyclopropylphosphonate analogs of nucleotides

Article abstract of DOI:10.1016/S0040-4039(99)01747-5

1-Alkenylphosphonic acid derivatives of purines have been proven to exhibit significant antiviral activity among these series of compounds. Here we disclose the stereoselective synthesis of the constrained analogs of 1-alkenylphosphonate derivatives of purines via intramolecular epoxide opening reaction of γ,δ-epoxyalkanephosphonates with subsequent Mitsunobu coupling reactions with purine bases.