Anomers factors controlling

Barrows, S. E. Storer, J. W. Cramer, C. J. French, A. D. Truhlar, D. G. Factors controlling relative stability of anomers and hydroxymethyl conformers of glucopyra-nose, 7. Comput. Chem. 1998,19,1111-1129. 

Barrows S E, J W Storer, C J Cramer, A D French and D G Truhlar 1998 Factors Controlling Relafave Stability of Anomers and Hydroxymethyl Conformers of Glucopyranose. Journal of Computational Chemistry 19 1111-1129. 

One well-known factor to control the orientation of the 2-deoxyglycosidic bond is the (thermodynamic) anomeric effect, which is the preference for the axial electronegative substituent (the a-anomer for o-sugar in C conformation) at the Cl position because of the hyperconjugation between the lone-pair on C5 and the antibonding orbital (n —> 8 ) of the axial bond (Figme 38.2). 

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