Return to search

Stereoselective synthesis through the activation of small rings

This thesis describes the use of both, a carbanion Payne-type rearrangement and η4-dienyl and η5-pentadienyl iron tricarbonyl complexes in organic chemistry. A carbanion Payne-type rearrangement has been developed and its reactivity investigated, with the subsequent trapping of a series of aldehydes or imines. The results are disappointing with no desired tetrahydrofuran-, tetrahydropyran- or pyrrolidine-containing molecules synthesised, although reasons for this are discussed. A novel 1,3-dipole containing a η5-iron tricarbonyl pentadienyl complex was synthesised on opening of a cyclopropane, subsequently trapping with a series of aldehyde and imines to efficiently form tetrahydrofuran and pyrrolidine ring structures, respectively.

Identiferoai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:432198
Date January 2006
CreatorsCummins, Jaime
PublisherLoughborough University
Source SetsEthos UK
Detected LanguageEnglish
TypeElectronic Thesis or Dissertation
Sourcehttps://dspace.lboro.ac.uk/2134/34275

Page generated in 0.002 seconds