Reaction of N,N-dialkyl-N-(trimethylsilyl)methyl-γ-substituted allylammonium salts with cesium fluoride

Chen Zhang, Yasuhiro Maeda, Yoshiro Sato

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The reaction of N,N-dialkyl-N-(trimethylsilyl)methyl-γ- (methoxycarbonyl or cyano)allylammonium salts (1e, g, h) with cesium fluoride in N,N-dimethylformamide (DMF) did not form the expected allyl rearrangement products 3 of N-methylides 2, and instead gave N,N-dialkyl-3-(methoxycarbonyl or cyano)-2-(fluoromethyl)propylamines (9e, g, h) as the main product. The reaction mechanism is discussed.

Original languageEnglish
Pages (from-to)572-576
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume46
Issue number4
DOIs
Publication statusPublished - 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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