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Development of a Novel Promoter System for Thioglycoside Activation; and its application in the synthesis of a GD3 bis-lactam

Meijer, Andréas LU (2003)
Abstract
A novel promoter system IX/AgOTf (X=Cl or Br) for thioglycoside activation has been developed (paper I-II). The promoter system has been evaluated in the synthesis of two GD3 bis-lactam fragments (paper III).
Abstract (Swedish)
Popular Abstract in Swedish

En ny metod för att syntetisera avancerade kolhydrater har utvecklats. I en utvärdering har två kolhydratstrukturer, viktiga intermediat i ett nytt cancervaccin, syntetiserats.
Please use this url to cite or link to this publication:
author
supervisor
opponent
  • Professor Boons, Geert-Jan, Complex Carbohydrate Research Center, University of Georgia, Athens, Georgia 30602, USA
organization
publishing date
type
Thesis
publication status
published
subject
keywords
GD3, Organic chemistry, bis-lactam, ganglioside, thioglycoside, promoter, iodine monobromide, glycosylation, iodine monochloride, Organisk kemi
pages
113 pages
publisher
Organic and Bioorganic Chemistry, Center for Chemistry and Chemical Engineering, Lund University
defense location
Chemical center, hall K:B, Lund Institute of Technology.
defense date
2003-12-18 13:30:00
ISBN
91-628-5924-2
language
English
LU publication?
yes
additional info
Article: Paper I:Teddy Ercégovic; Andréas Meijer; Göran Magnusson; Ulf Ellervik;Iodine Monochloride/Silver Trifluoromethanesulfonate (ICl/AgOTf) as a convenient Promoter System for O-Glycoside SynthesisOrg. Lett. 2001, 3, 913 Article: Paper II:Andréas Meijer; Ulf Ellervik;Study of Interhalogens/Silver Trifluoromethanesulfonate as Promoter System for High-Yielding SialylationsJ. Org. Chem. 2002, 67, 7407 Article: Paper III:Andréas Meijer; Ulf Ellervik;Interhalogens (ICl/IBr) and AgOTf in thioglycoside activation; application in the synthesis of bis-lactam analogs of ganglioside GD3Preliminary manuscript Article: Paper IV:Andréas Meijer; Ulf Ellervik;Direct aromatic iodination and bromination using interhalogens and Lewis acidsSubmitted The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
id
ea227d50-d622-4f7d-9752-da0261feba30 (old id 466510)
date added to LUP
2016-04-04 12:19:19
date last changed
2018-11-21 21:10:16
@phdthesis{ea227d50-d622-4f7d-9752-da0261feba30,
  abstract     = {{A novel promoter system IX/AgOTf (X=Cl or Br) for thioglycoside activation has been developed (paper I-II). The promoter system has been evaluated in the synthesis of two GD3 bis-lactam fragments (paper III).}},
  author       = {{Meijer, Andréas}},
  isbn         = {{91-628-5924-2}},
  keywords     = {{GD3; Organic chemistry; bis-lactam; ganglioside; thioglycoside; promoter; iodine monobromide; glycosylation; iodine monochloride; Organisk kemi}},
  language     = {{eng}},
  publisher    = {{Organic and Bioorganic Chemistry, Center for Chemistry and Chemical Engineering, Lund University}},
  school       = {{Lund University}},
  title        = {{Development of a Novel Promoter System for Thioglycoside Activation; and its application in the synthesis of a GD3 bis-lactam}},
  year         = {{2003}},
}