Anomeric effect on acidity: Experimental and theoretical studies on proton abstraction at anomeric center of 1,5-anhydro-4,6-O-benzylidene-2,3-dideoxy-3-C-nitro-D-hex-2-enitol

Article abstract of DOI:10.1016/S0040-4039(00)93561-5

The quasi-equatorial hydrogen atom at the anomeric center of the title compound was experimentally proved to be slightly more acidic than the quasi-axial one; this is supported by AM1 calculation.