Conclusions
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1.
The reaction of nitriles of aliphatic acids with alkylmagnesium halides followed by treatment of the reaction mixture with trimethylchlorosilane forms, depending on the nature of the reactants, either N,N-bis(trimethylsilyl) enamines or trimethylsilylated ketimines or the isomeric enamines.
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2.
The magnesium derivative of 3-trimethylsilyliminopentane or the isomeric enamine are methylated and silylated at theβ-carbon.
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3.
We have established the stereochemistry of the N-trimethylsylated enamines by PMR and13C NMR spectroscopy.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 129–137, January, 1978.
We thank N. F. Karpenko for recording the mass spectra and assisting with their interpretation.
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Churakov, A.M., Ioffe, S.L., Khasapov, B.N. et al. Preparation of aliphatic n-trimethylsilyl ketimines and N,N-bis(trimethylsilyl) enamines. Russ Chem Bull 27, 113–119 (1978). https://doi.org/10.1007/BF01153221
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DOI: https://doi.org/10.1007/BF01153221