Journal of Organic Chemistry p. 613 - 617 (1980)
Update date:2022-08-04
Topics:
Sato, Yoshiro
Yagi, Yoko
Koto, Masami
Deprotonation of benzyldimethyl<(triorganosilyl)methyl>ammonium halides (10) with sodium amide or n-butyllithium afforded silylated ylide intermediates 11, which were rearranged into N,N-dimethyl-2-<(triorganosilyl)methyl>benzylamines (13) accompanied by the formation of Sommelet-Hauser and Stevens rearrangement products (12 and 22).The ylide formation by the cleavage of carbon-silicon bonds also is discussed in the reaction of 10 with sodium amide and lithium aluminum hydride.
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Doi:10.1016/S0040-4039(01)93967-X
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(2004)