Polymer-supported synthesis as a tool for improving chemoselectivity

Pauson-Khand reaction

Jason L. Spitzer, Mark J. Kurth, Neil E. Schore, Samir D. Najdi

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Intermolecular Pauson-Khand (PK) reactions of norbornene-derived substrates have been carried out with several α,ω-alkynols under both normal homogeneous conditions and with the alkynol bound to functionalized Merrifield's polymer beads. With 2% crosslinked resin chemosclectivity favoring PK product formation over alkyne trimerization and other related side reactions is enhanced over that found either in solution or on 1% crosslinked polymer. Alkynol chain length and nature of the linker also significantly affect the outcome of the polymer-supported process.

Original languageEnglish (US)
Pages (from-to)6791-6808
Number of pages18
JournalTetrahedron
Volume53
Issue number20
DOIs
StatePublished - May 19 1997

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Polymers
Alkynes
Chain length
Resins
Substrates
2-norbornene

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Polymer-supported synthesis as a tool for improving chemoselectivity : Pauson-Khand reaction. / Spitzer, Jason L.; Kurth, Mark J.; Schore, Neil E.; Najdi, Samir D.

In: Tetrahedron, Vol. 53, No. 20, 19.05.1997, p. 6791-6808.

Research output: Contribution to journalArticle

Spitzer, Jason L. ; Kurth, Mark J. ; Schore, Neil E. ; Najdi, Samir D. / Polymer-supported synthesis as a tool for improving chemoselectivity : Pauson-Khand reaction. In: Tetrahedron. 1997 ; Vol. 53, No. 20. pp. 6791-6808.
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