The electronic nature of the aglycone dictates the drive of the pseudorotational equilibrium of the pentofuranose moiety in C-nucleosides

• We herein show for the first time that the specific electronic character of a C-aglycone dictates the thermodynamic preference of the two-state N reversible arrow S pseudorotational equilibrium to either N- or S-type sugar. As the electron-deficiency of t

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NMR COUPLING-CONSTANTS; SUBSTITUENT ELECTRONEGATIVITIES; SUGAR CONFORMATION; GAUCHE; EQUATION; THERMODYNAMICS; QUANTITATION; STRENGTH

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