Solid-phase Zincke route to pyridinium, tetrahydropyridine, and piperidine derivatives: Vesamicol analogs

Masahiro Eda, Mark J. Kurth

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Optically active derivatives of vesamicol are prepared using solid-phase chemistry. Zincke coupling of resin-bound amino ethers trityl linker) with 2,4-dinitrophenyl pyridinium salts delivers Zincke products which can be (1) liberated from the resin (TFA) or (2) reduced (NaBH4) to tetrahydropyridine derivatives and liberated. Subsequent reduction (H2/Pd) gives piperidines.

Original languageEnglish (US)
Pages (from-to)2063-2068
Number of pages6
JournalTetrahedron Letters
Volume42
Issue number11
DOIs
StatePublished - Mar 11 2001

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Piperidines
Ethers
Resins
Salts
Derivatives
vesamicol
piperidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Solid-phase Zincke route to pyridinium, tetrahydropyridine, and piperidine derivatives : Vesamicol analogs. / Eda, Masahiro; Kurth, Mark J.

In: Tetrahedron Letters, Vol. 42, No. 11, 11.03.2001, p. 2063-2068.

Research output: Contribution to journalArticle

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