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Search for "chiral auxiliary" in Full Text gives 102 result(s) in Beilstein Journal of Organic Chemistry.

Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

  • Kenny Tenza,
  • Julian S. Northen,
  • David O'Hagan and
  • Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

Graphical Abstract
  • rearrangement (S)-2(methoxymethyl)pyrrolidine 22 was then explored as the chiral auxiliary.[25] This auxiliary was selected to include a co-ordinating oxygen in place of the bulky diphenylmethane group in 14 to compare steric versus co-ordination effects. Allylation then gave 23 as the required aza-Claisen
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Published 17 Oct 2005
Graphical Abstract
  • chiral auxiliary. The source of the asymmetry means that the approach would be amenable to the synthesis of the enantiomeric aza-C-linked disaccharide derivatives. A key feature of the approach was the potential to switch between one- and two-directional synthetic steps, allowing the selective
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Published 26 Aug 2005
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