See also: triethylphosphite
The use of chiral α-alkyl N-tert-butanesulfinyl imidates and α-aryl N′-tert-butanesulfinyl amidines enables a diastereoselective α-hydroxylation using molecular oxygen. The aza-enolates generated from deprotonation of the imidates/amidines react with O2 followed by transformation into α-hydroxylation products in the presence of trimethyl phosphite as reductant.
P.-J. Ma, H. Liu, Y.-J. Xu, H. A. Aisa, C.-D. Lu, Org. Lett., 2018, 20, 1236-1239.