[2,3]Sigmatropic Rearrangements ofN-Benzyl-N-methyl-N(2-alkenyl)ammoniumN-Methylides

Abstract
Fluoride-ion induced desilylation of N-benzyl-N-methyl-N-(2-alkenyl)-N-[(trimethylsilyl)methyl]ammonium halides gave N-methylide intermediates which were isomerized to N-methyl-N-(2-alkenyl)-2-methylbenzylamines (Sommelet-Hauser rearrangement products) and N-methyl-N-(3-alkenyl)benzylamines (allyl rearrangement products) in DMF at room temperature.

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