Abstract
An expeditious methodology for the synthesis of β-(1→6)- and β,β-(1→1)-linked C-disaccharides has been developed. The methodology is based on the fluoride ion-mediated coupling of the (base-stable) nitronate anion derived from a glycosylnitromethane (1) and an aldehydo-hexodialdose or -hexose derivative. The carba-analogs (methylene-bridged analogs) of β-D-Glc-(1→6)-D-Gal and of β,β-trehalose (β-D-Glc-(1→1-β-D-Glc) were thus obtained in six steps only from 1 and D-galactose-derived aldehyde 4 or aldehydo-D-glucose derivative 12,respectively
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