Reaction of an electrogenerated 'iminium cation pool' with organometallic reagents. Direct oxidative α-alkylation and -arylation of amine derivatives

Seiji Suga, Masayuki Okajima, Jun ichi Yoshida

Research output: Contribution to journalArticle

75 Citations (Scopus)

Abstract

We have developed an efficient direct oxidative α-alkylation and -arylation of carbamates based on the 'cation pool' method. Grignard reagents, organozinc compounds, and organoaluminum compounds are effective as carbon nucleophiles toward iminium cation pools generated by low temperature electrolysis of carbamates.

Original languageEnglish
Pages (from-to)2173-2176
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number11
DOIs
Publication statusPublished - Mar 11 2001
Externally publishedYes

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Keywords

  • Carbon-carbon bond formation
  • Cation pool
  • Electrochemical oxidation
  • Grignard reagents
  • Iminium cation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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