Stereoselective sulfoxide directed reduction of 1,2-diketo-derivatives to enantiomerically pure syn and anti 1,2-diols: correction of the relative configuration by X-ray and chemical correlation to goniobutenolides A and B was written by Solladie, Guy;Hanquet, Gilles;Rolland, Catherine. And the article was included in Tetrahedron Letters in 1999.COA of Formula: C6H12N2O4 This article mentions the following:
In a report [G. Solladie; 1997] on the enantioselective synthesis of syn and anti 1,2-diols from oxalyldi(N-methyl-N-methoxyamide), a sample inversion for 13C NMR anal. led to an incorrect attribution of relative configurations. Correction of the configurations of these diols, I and II (R = Me, Ph, allyl, CH:CH2), was made by x-ray anal. and chem. correlation to two known natural products, goniobutenolides A and B. Thus, the relative configuration of diols obtained by stereoselective sulfoxide directed reduction of β-hydroxy-γ-keto sulfoxides of type III is erythro with DIBAL-H or DIBAL-H/Yb(O2CCF3)3 and threo with DIBAL-H/ZnI2. In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1COA of Formula: C6H12N2O4).
N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.COA of Formula: C6H12N2O4
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics