The epoxycyclopentanol 10 is converted into the methylphosphonate 15 in 30% overall yield. The diol 15 is converted into the protected carbocyclic nucleotide mimics 16, 18, 21 and 22 in 38–70% yield. The diol 15 is resolved using a lipase-catalysed esterification and the absolute configurations of the enantiomers are deduced by CD spectroscopy.
A. F. Drake, A. Garofalo, J. M. L. Hillman, V. Merlo, R. McCague and S. M. Roberts, J. Chem. Soc., Perkin Trans. 1, 1996, 2739 DOI: 10.1039/P19960002739
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