Concise synthesis of the macrocyclic core of Rhizopodin by a heck macrocyclization strategy

A highly convergent synthesis of the central dimeric core of the potent antibiotic macrolide rhizopodin is reported. Notable features of the highly concise route include an effective preparation of the key C8-C22 building block based on an iridium-catalyzed Krische allylation and a chemoselective cro...

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Hauptverfasser: Dieckmann, Michael (VerfasserIn) , Rudolph, Sven (VerfasserIn) , Dreisigacker, Sandra (VerfasserIn) , Menche, Dirk (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: November 16, 2012
In: The journal of organic chemistry
Year: 2012, Jahrgang: 77, Heft: 23, Pages: 10782-10788
ISSN:1520-6904
DOI:10.1021/jo302134y
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/jo302134y
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/jo302134y
Volltext
Verfasserangaben:Michael Dieckmann, Sven Rudolph, Sandra Dreisigacker, and Dirk Menche
Beschreibung
Zusammenfassung:A highly convergent synthesis of the central dimeric core of the potent antibiotic macrolide rhizopodin is reported. Notable features of the highly concise route include an effective preparation of the key C8-C22 building block based on an iridium-catalyzed Krische allylation and a chemoselective crosscoupling approach toward the macrocycle involving a highly advantageous Heck reaction for macrocyclization.
Beschreibung:Gesehen am 18.12.2018
Beschreibung:Online Resource
ISSN:1520-6904
DOI:10.1021/jo302134y