A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction

S. H.L. Kok, Tony Kung Ming Shing

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Preparation of N-alkylated 2-epi-valienamines was accomplished by the palladium-catalyzed coupling reaction of the allylic chloride 5 with various amines in the presence of trimethylolpropane phosphite (TMPP). The 2-epi-valienamine precursor (i.e. allylic chloride 5) was obtained from the reaction of diol 2 with Viehe's salt and the diol 2 was readily prepared from (-)-quinic acid in 10 steps. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)6865-6868
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number35
Publication statusPublished - 2000 Aug 26
Externally publishedYes

Fingerprint

Palladium
Chlorides
Quinic Acid
Amines
Salts
valienamine
trimethylolpropane phosphite

Keywords

  • Coupling reactions
  • Enzyme inhibitors
  • Palladium and compounds

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction. / Kok, S. H.L.; Shing, Tony Kung Ming.

In: Tetrahedron Letters, Vol. 41, No. 35, 26.08.2000, p. 6865-6868.

Research output: Contribution to journalArticle

Kok, S. H.L. ; Shing, Tony Kung Ming. / A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 35. pp. 6865-6868.
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