The diastereoselective deproto-metallation of several sugar-derived ferrocene esters using lithium-zinc bases was studied. While bis[(R)-1-phenylethyl]amino as the ligand afforded the diacetone-D-glucose-based (S_P)-2-iodoferrocene ester in 91% de after iodination, the R_P was synthesized from α-D-glucofuranose using 2,2,6,6-tetramethylpiperidino as the ligand. Both (R_P)- and (S_P)-ferrocene[1,2-c]1H-quinolin-2-one were reached by subsequent cyclizing couplings, albeit their racemization was noted.