Download PDF
Synthesis 1988; 1988(12): 988-990
DOI: 10.1055/s-1988-27778
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

[2,3]Sigmatropic Rearrangements of N-Benzyl-N-methyl-N(2-alkenyl)ammonium N-Methylides

Hidehiko Sugiyama* , Yoshiro Sato, Naohiro Shirai
  • *Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabedori Mizuho-ku, Nagoya 467, Japan
Further Information

Publication History

Publication Date:
20 August 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category

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.