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. Author manuscript; available in PMC: 2016 Jun 6.
Published in final edited form as: J Med Chem. 2015 Oct 9;58(20):8110–8127. doi: 10.1021/acs.jmedchem.5b01180

Scheme 7.

Scheme 7

Synthesis of α-carboxy nucleoside phosphonate 6o [(i) Rh(II)-catalyzed O-H insertion (ii) 3o (1.0 equiv.), 4a (1.2 equiv.), PPh3 (2.1 equiv.), DIAD (2.0 equiv.), THF, −40 °C-RT, 24 h (iii) a. TMSBr, CH3CN, 0 °C-rt, 16 h, H2O, 1h; b. aq. NaOH, 50 °C, 12 h, charcoal column].