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. Author manuscript; available in PMC: 2010 Sep 25.
Published in final edited form as: J Am Chem Soc. 2008 Oct 9;130(44):14398–14399. doi: 10.1021/ja805445j

Scheme 1.

Scheme 1

Synthesis of Diazirine-Based Nucleoside Analoguea

a Reagents and conditions: (a) Pd(OAc)2, nBu4N+Cl, Cy2NCH3, DMF, 60 °C (46%); (b) nBu4N+F, THF/HOAc, rt (92%); (c) Na(OAc)3BH, CH3CN/HOAc, −10 °C (56%); (d) DMTrCl, DMAP, pyridine, 0 °C (71%); (e) NC(CH2)2OP(Cl)N(iPr)2, DIPEA, CH2Cl2, 0 °C (84%).