Journal of Organometallic Chemistry p. 239 - 246 (1985)
Update date:2022-07-30
Topics:
Fourtinon, Michel
Jeso, Bernard de
Pommier, Jean-Claude
The isomerisation process between SiMe3-substituted enamines and imines (N-Si<*>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 derivatives show lower stereoselectivity than the corresponding tin compounds.
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Doi:10.1007/BF00515258
(1985)Doi:10.1007/BF00952863
(1986)Doi:10.1021/ol800024u
(2008)Doi:10.1002/anie.200704470
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(1986)Doi:10.1016/S0040-4039(01)85283-7
(1972)