Mechanism of the Stevens rearrangement of ammonium ylides

Yasuhiro Maeda, Yoshiro Sato

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Isomerization of trimethylammonium N-benzylide 2 failed to occur at room temperature in a non-basic medium (HMPA) or at -78°C in the presence of butyllithium in THF. However, N,N-dimethyl-1-phenylethylamine 4 (Stevens rearrangement product) was formed when the temperature of the latter reaction was raised to room temperature. The mechanism of the Stevens rearrangement is discussed.

Original languageEnglish
Pages (from-to)1491-1493
Number of pages3
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number10
Publication statusPublished - 21-05-1997
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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