Abstract The isomerisation process between SiMe 3-substituted enamines and imines (N⇌ C-Si) is so slow that each isomer is able to react independently. The silicon-substituted (S)- phenylethylamine derivative adds to methyl acrylate and forms, upon hydrolysis, methyl (S)- 3-(2-oxocyclohexyl) propane carboxylate. The tautomeric imine leads to the (R)-enantiomer. Surprisingly, in the presence of a Lewis acid, the ring-containing organosilicon-substituted ...
