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. Author manuscript; available in PMC: 2016 Sep 29.
Published in final edited form as: J Am Chem Soc. 2016 Sep 16;138(38):12541–12551. doi: 10.1021/jacs.6b06937

Scheme 2.

Scheme 2

Synthesis of C2-Glc-Pt 2. Reagents and conditions: (a) BnBr, NaH, DMF; (b) BnOH, HCl in Et2O or BF3-OEt2, (c) TFA, H2O, DCM; (d) i) di-butyl tin (IV) oxide, ii) BnBr, K2CO3; (e) allyl bromide, NaH; (f) i) NaBH4, BF3-OEt2, ii) NaOH, H2O2; (g) PPh3, CBr4; (h) 2-methyl-di-tert-butyl malonate, NaH, DMF; (i) Pd/C, H2; (j) TFA, DCM; (k) i) (DACH)PtCl2, Ag2SO4, H2O, 20 h, ii) Ba(OH)2, H2O, 24 h.