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. Author manuscript; available in PMC: 2011 Jul 7.
Published in final edited form as: Adv Carbohydr Chem Biochem. 2009;62:17–82. doi: 10.1016/S0065-2318(09)00003-1

Fig. 9.

Fig. 9

Four-quadrant plots of DFT results for an ethyl β-D-glucopyranoside mimic of a disaccharide, showing phase shifting of 3JCCOC Karplus curves for C–C–O–C coupling pathways bearing an internal electronegative substituent. The mimic has deoxy functions at C-3, C-4, and C-6.