Cover Picture: Total Synthesis and Complete Stereostructure of a Marine Macrolide Glycoside, (-)-LyngbyalosideB

Structural reassignment: Total synthesis of the proposed and correct structures of (-)-lyngbyalosideB (see figure), a marine macrolide glycoside, has been achieved. The synthesis entailed an Abiko-Masamune aldol reaction, a vinylogous Mukaiyama aldol reaction, and an acyl ketene macrocyclization to...

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Veröffentlicht in:Chemistry : a European journal 2016-05, Vol.22 (20), p.6697
Hauptverfasser: Fuwa, Haruhiko, Yamagata, Naoya, Okuaki, Yuta, Ogata, Yuya, Saito, Asami, Sasaki, Makoto
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Sprache:eng
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Zusammenfassung:Structural reassignment: Total synthesis of the proposed and correct structures of (-)-lyngbyalosideB (see figure), a marine macrolide glycoside, has been achieved. The synthesis entailed an Abiko-Masamune aldol reaction, a vinylogous Mukaiyama aldol reaction, and an acyl ketene macrocyclization to forge the 14-membered macrolactone. The present work established the complete stereostructure of this natural product in an unambiguous manner. More information can be found in the Full Paper by H. Fuwa et al. on page6815ff.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201601249