Gallium metal mediated allylation of carbonyl compounds and imines under solvent-free conditions

Philip C. Andrews, Anna C. Peatt, Colin L. Raston

Research output: Contribution to journalArticlepeer-review

48 Citations (Scopus)

Abstract

Gallium metal is effective in mediating the allylation of various carbonyl compounds and imines under solvent-free conditions, with the application of sonic energy, affording the corresponding homoallylic alcohols and amines. The imines themselves were also prepared under solventless conditions in high yield, thereby establishing a two-step solvent-free synthesis of homoallylic amines. In comparison, indium metal produced a mixture of the desired homoallylic secondary amine and the bis-allylated species via an iminium ion intermediate.

Original languageEnglish
Pages (from-to)243-248
Number of pages6
JournalTetrahedron Letters
Volume45
Issue number2
DOIs
Publication statusPublished - 5 Jan 2004
Externally publishedYes

Keywords

  • Aldehydes
  • Allylation
  • Gallium
  • Imines
  • Indium
  • Solvent free

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