Stéréochimie de la réduction des α-iminocétones. Etude de l'effet des substituants par une approche quantitative des facteurs gouvernant la stéréosélectivité

Using the isomeric ratio of RR,SS to RS,SR of a series of 2-aminoethanols obtained by the LiAlH4 reduction of 24 α-iminoketones we propose a mathematical model with 7 coefficients for the effect of substituent on the stereochemical course of the reaction. The values of these coefficients obtained by multilinear regression analysis are in agreement with the previously proposed mechanism for reduction but allow for some additional conclusions. The use of modern methods for the construction of experimental matrices allows us to choose 10 from a total of 24 experiments and shows that information of the same quality can be obtained from this subset.