Expeditious Synthesis of Ieodoglucomides A and B from the Marine‐Derived Bacterium Bacillus licheniformis
We report the total synthesis of ieodoglucomides A and B. The key steps of the synthesis are a glycosyl‐iodide‐mediated β‐stereoselective glycosylation without neighbouring‐group participation, a regioselective acylation, and a Grubbs cross‐metathesis reaction. The short and efficient synthesis invo...
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Veröffentlicht in: | European journal of organic chemistry 2018-06, Vol.2018 (24), p.3230-3235 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | We report the total synthesis of ieodoglucomides A and B. The key steps of the synthesis are a glycosyl‐iodide‐mediated β‐stereoselective glycosylation without neighbouring‐group participation, a regioselective acylation, and a Grubbs cross‐metathesis reaction. The short and efficient synthesis involves 11 steps, with 38–40 % overall yield.
The total synthesis of the marine‐derived bacterial glycopeptides ieodoglucomides A and B is reported. The key steps of the synthesis are a glycosyl‐iodide‐mediated β‐stereoselective glycosylation without neighbouring‐group participation, a regioselective acylation, and a Grubbs cross‐metathesis reaction. The synthesis involves 11 steps, with 38–40 % overall yield. |
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ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201800209 |