The generalized anomeric effect refers to the conformational preference of a gauche structure over an anti structure for molecules with a R-X-C-Y moiety. Whereas there are conflicting reports regarding the origin of this ubiquitous effect, a general consensus is that both the steric (more specifically electrostatic) and hyperconjugative interactions contribute. Here we employed the block-locali...

In this theory study the dominance of non-classical 1,3-diaxial CHax⋯OC hydrogen bonds (NCHBs) dictating anomeric effects in fluorinated methoxycyclohexanes and 2-methoxytetrahydropyrans is demonstrated, a phenomenon which most often described as consequence hyperconjugation.

Anomeric C–H bond activation is an unsolved long-standing synthetic challenge. Herein, we report a diastereoselective Pd-catalyzed anomeric C(sp3)–H methodology that allows the synthesis of elusive C-(hetero)aryl glycosides with exclusive α-selectivity.

Abstract The goal of this research is to further investigate NKT cell activation using sulfatide analogues. cells have been shown play a significant role in mediating inflammatory immune responses and because this, there has strong interest pharmacologically regulating compartment fight cancer. recognize lipids that are loaded on CD1d molecules the surface cells, it structural modifications the...

In the title compound, C(34)H(31)N(5), the observed molecular geometry suggests that anomeric effects are present in terms of short C-N bond lengths and reduced pyramidality of the N atoms.

The proportions of axial anomers of various glucosylamines (2) and their conjugate acids were determined by 1H NMR. The change upon N-protonation is small and can be accounted for by steric effects, without any "reverse anomeric effect." To test whether N-protonation changes the steric bulk of an imidazolyl group, ring-inversion equilibria of cis-N-(4-alkylcyclohexyl)imidazoles (3c, 4c) and of ...

The origin of the anomeric effect has remained an open question. After Mo demonstrated that hyperconjugation is not responsible for the anomeric effect [Y. Mo, Nature Chem., 2010, 2, 666.], electrostatic interactions and Pauli repulsions have been at the center of this debate. In this work, the total energies of the most stable rotamers of the equatorial and axial anomers of fluoro, hydroxyl, c...

Ab initio HF/6-31G* Methode was employed to calculate  the bond length in 2- phosphinanes  when electronegative groups was at C-2 tend axial and equatorial positions. The magnitude of  the anomeric effect depends on the nature of the substituent, the effect of the substituent can be seen by comparing the bond length in 2-chloro and 2-boromo substituented phosphinanes. The effect of anomeric eff...