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Sugar Anomerism--A Short and Sweet Digression

Cramer, C. J.
Theor. Chem. Acc. 2000, 103, 308.

Perspective on "The Application of ab initio Molecular Orbital Theory to the Anomeric Effect" by G. A. Jeffrey, J. A. Pople, and L. Radom, Carbohydrate Research, 25: 117 (1972). The subject paper presented the first conformational analysis of the anomeric effect within the context of molecular orbital theory, discussed the utility of Fourier decomposition of a torsional coordinate as a method for analyzing disparate electronic influences on that coordinate, and helped settle debate on the nature of anomeric stabilization.

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