Total Synthesis of Isokidamycin

Total Synthesis of Isokidamycin

The synthesis of isokidamycin, which represents the first total synthesis of a bis-C-aryl glycoside natural product in the pluramycin family, has been completed. The synthesis features the use of a silicon tether as a disposable regiocontrol element in an intramolecular Diels−Alder reaction between...

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Veröffentlicht in:Journal of the American Chemical Society 2010-11, Vol.132 (44), p.15528-15530
Hauptverfasser: O’Keefe, B. Michael, Mans, Douglas M, Kaelin, David E, Martin, Stephen F
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Sprache:eng
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Aminoglycosides - chemical synthesis
Aminoglycosides - chemistry
Molecular Structure
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container_title Journal of the American Chemical Society
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creator O’Keefe, B. Michael
Mans, Douglas M
Kaelin, David E
Martin, Stephen F
description The synthesis of isokidamycin, which represents the first total synthesis of a bis-C-aryl glycoside natural product in the pluramycin family, has been completed. The synthesis features the use of a silicon tether as a disposable regiocontrol element in an intramolecular Diels−Alder reaction between a substituted naphthyne and a glycosyl furan and a subsequent O→C-glycoside rearrangement.
doi_str_mv 10.1021/ja107926f
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subjects Aminoglycosides - chemical synthesis
Aminoglycosides - chemistry
Molecular Structure
title Total Synthesis of Isokidamycin
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