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 Scopus citations

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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