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

S. H.L. Kok; T. K.M. Shing

doi:10.1016/S0040-4039(00)01150-3

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

S. H.L. Kok, T. K.M. Shing

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

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 language	English
Pages (from-to)	6865-6868
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	35
DOIs	https://doi.org/10.1016/S0040-4039(00)01150-3
Publication status	Published - 2000 Aug 26

Keywords

Coupling reactions
Enzyme inhibitors
Palladium and compounds

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)01150-3

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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.",

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T1 - A new synthetic approach towards N-alkylated 2-epi-valienamines via palladium-catalyzed coupling reaction

AU - Kok, S. H.L.

AU - Shing, T. K.M.

PY - 2000/8/26

Y1 - 2000/8/26

N2 - 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.

AB - 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.

KW - Coupling reactions

KW - Enzyme inhibitors

KW - Palladium and compounds

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EP - 6868

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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