Palladium-catalysed cyclisation of chiral carbohydrate-derived geminal diacetates

Cedric W. Holzapfel, Lizel Marais, Francois Toerien

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The Pd(0) and Pd(II)-catalysed cyclisation/functionalisation reactions of acyclic carbohydrate-derived 1,1-diacetoxy-2,7-diene and 1,1-diacetoxy-2- en-7-yne compounds proceeded in a stereospecific fashion to furnish chiral, multi-functionalised furanoid and cyclopentanoid products. The products contained valuable enolacetate moieties, which can be further elaborated to enable the facile entry to an array of substituted five membered ring compounds.

Original languageEnglish
Pages (from-to)3467-3478
Number of pages12
JournalTetrahedron
Volume55
Issue number11
DOIs
Publication statusPublished - Mar 1999

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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