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PMID: 12475343 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, P.H.S.

Total synthesis of desferrisalmycin B.

Journal of the American Chemical Society ·Vol. 124 ·No. 50 ·2002-12-18 ·Pages 15001-5

Dong L, Roosenberg JM, Miller MJ

Abstract

The first total synthesis of a naturally occurring siderophore antibiotic, desferrisalmycin B, is described, and the configuration of the unknown stereocenter is assigned. The synthesis features a synthetic strategy of constructing the novel amino-heptopyranoside component by stereoselective dihydroxylation followed by a Bose-modified Mitsunobu reaction. Through this convergent approach, other members of salmycins should also be synthetically accessible.

MeSH Terms
Anti-Bacterial Agents/chemical synthesis Disaccharides/chemical synthesis Ferric Compounds/chemical synthesis Nuclear Magnetic Resonance, Biomolecular Siderophores/chemical synthesis Stereoisomerism
Chemicals
Anti-Bacterial Agents Disaccharides Ferric Compounds Siderophores desferrisalmycin B
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Dong Li
Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, IN 46556-5670, USA.
Roosenberg John M
Miller Marvin J
Article Info
Journal
Journal of the American Chemical Society
Abbr.
J Am Chem Soc
ISSN
0002-7863
Published
2002-12-18
Pages
15001-5
Language
English
Region
United States
NLM ID
7503056
Subset
IM
Grants
NIAID NIH HHS · AI 30988 · United States
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