| Abstract: | On the Sterochemical Course of Electrophilic Substitution at CH Groups in α-Position to the N-Atom of Hindered Amides It is shown by 1H-NMR. analysis of the aminoalcohol derivatives 4b and 4c that the lithiation/hydroxyalkylation with acetone of 1-nitroso-and 1-(2,4,6-triiso-propylbenzoyl)-4-phenyl-piperidine leads to configurationally different products. The assigned cis and trans configuration of the substituents in 4b and 4c , respectively, is compatible with the electronic structures 2 and 1 , respectively, which were previously proposed for the lithio-derivatives 3 involved in such transformations. |
