Fig. 3: The scope of deborylative alkylation of organogermanium chloride.
From: Synthesis of chiral germanium center enabled by poly-deborylative alkylation and desymmetrization
Mono/di/tri-germanium chlorides all can be alkylated with α-borylcarbanion. All yields are isolated unless otherwise noted. Experiments typically run with 1.0 equiv. of germanium chlorides, 4.0 equiv. of alkyl boronic ester and 4.5 equiv. of potassium tert-butoxide on 0.5 mmol scale. a Isolated as diols after NaOH/H2O2 treatment. b 1.5 equiv. of lithium bis(trimethylsilyl)amide was used as the base with 1.5 equiv. of germanium chlorides, 1.0 equiv. of alkyl boronic ester. c 1.0 equiv. of alkyl boronic ester was used as limiting reagent with 1.5 equiv. of germanium chlorides.
