Correction for ‘Stereoelectronic power of oxygen in control chemical reactivity: the anomeric effect is not alone’ by Igor V. Alabugin et al. , Chem. Soc. Rev. 2021, DOI: 10.1039/d1cs00386k.

NBO analysis, hybrid density functional theory (B3LYP/6-311+G**) and ab initio molecular orbital (HF/6-311+G**) based methods were used to study the anomeric effects (AE), electrostatic interactions, dipole-dipole interactions and steric repulsion effects on the conformational properties of 2-methoxy- (1), 2-methylthio- (2), 2-methylseleno- (3), 2-fluoro- (4), 2-chloro- (5) and 2-bromocyclohexa...

Fully atomistic molecular dynamics simulation studies of thermotropic bilayers were performed using a set of glycosides namely n-octyl-β-D-glucopyranoside (β-C8Glc), n-octyl-α-D-glucopyranoside (α-C8Glc), n-octyl-β-D-galactopyranoside (β-C8Gal), and n-octyl-α-D-galactopyranoside (α-C8Gal) to investigate the stereochemical relationship of the epimeric/anomeric quartet liner glycolipids with the ...

It has been shown that the acetamido methyl protons of N-acetyl-D-glucosamine undergo a chemical shift to higher fields in their proton magnetic resonance spectrum when the inhibitor is bound to lysozyme. The observed chemical shift in the presence of the enzyme is different for the CP and /3-anomeric forms of Z-acetamido-Z-deoxy-D-glucopyranose indicating either a difference in the afhnity of ...

Some time ago we reported the oxidation of 2,3-unsaturated hexopyranosides and 2-Cmethylene glycosides with hydrogen peroxide in the presence of molybdenum trioxide catalyst to give the corresponding anomeric hydroperoxides 1-5. Relatively stable hydroperoxides 1-5 were used for enantioselective oxidation of prochiral alcohols and sulfides in the presence of Ti(OiPr)4 with stereoselectivities v...

Glycoside bond formation generally requires activation of the sugar at the anomeric center. To this end, anomeric oxygen exchange reactions, resulting in the Koenigs±Knorr method and variations or, alternatively, activation through retention of the anomeric oxygen, resulting in the trichloroacetimidate method and in the phosphite method, have been proposed. The successful application of the tri...

The synthesis of 1-thiotrehaloses and thioglycals by a directed copper-catalyzed dehydrogenative C?H thiolation the pseudo-anomeric bond glycals is described. use aminoquinoline-containing as well thiosugars or thiols coupling partners led to library thioglycosides in moderate good yields.

Natural product-like macrocycles were designed as potential antibacterial compounds. The macrocycles featured a D-glucose unit fused into a 12- or 13-member macrolactone. The rings are connected via the C6' and anomeric (C1') positions of the monosaccharide. The new macrocycles/macrolides were characterized by X-ray crystallography. Their structures showed that, in addition to the ester and alk...

Gas-phase electron-diffraction data and high-level quantum chemical calculations have been used to study the conformational behaviour of N-azidomethylpyrrolidine. The two most stable conformers with a relative abundance of about 80% at 298 K possess gauche orientation of the azidomethyl group around the C-N(pyr) bond (C-N(azido)gauche with respect to the endocyclic N(pyr)-C bond). This orientat...

Meysam Yarie was born in 1987 in Malayer/ Hamedan, Iran. He received his B.Sc. in Applied Chemistry (2010) from Malek-Ashtar University of Technology and M.Sc. in Organic Chemistry (2012) from Kurdistan University under the supervision of Dr. Kamal Amani. He is currently working towards his Ph.D. under the supervision of Professor Mohammad Ali Zolfigol. His research interest is the synthesis, c...