Enantioselective Synthesis of Oasomycin A, Part III: Fragment Assembly and Confirmation of Structure
Putting the pieces together: The total synthesis of the natural macrolide oasomycin A has been realized. Key fragment couplings include an anti‐Felkin selective aldol addition (green), Kociensky–Julia olefinations (red), and competitive Weinreb amide acylation reaction (blue). The utility of the 4,5...
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Veröffentlicht in: | Angewandte Chemie International Edition 2007-01, Vol.46 (4), p.545-548 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Putting the pieces together: The total synthesis of the natural macrolide oasomycin A has been realized. Key fragment couplings include an anti‐Felkin selective aldol addition (green), Kociensky–Julia olefinations (red), and competitive Weinreb amide acylation reaction (blue). The utility of the 4,5‐diphenyloxazole as a carboxy surrogate and the late‐stage macrolactonization affording the 42‐membered macrocycle of oasomycin A are also described. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.200603652 |