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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Bibliographic Details
Main Authors: Dieckmann, Michael (Author) , Rudolph, Sven (Author) , Dreisigacker, Sandra (Author) , Menche, Dirk (Author)
Format: Article (Journal)
Language:English
Published: November 16, 2012
In: The journal of organic chemistry
Year: 2012, Volume: 77, Issue: 23, Pages: 10782-10788
ISSN:1520-6904
DOI:10.1021/jo302134y
Online Access:Verlag, Volltext: http://dx.doi.org/10.1021/jo302134y
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/jo302134y
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Author Notes:Michael Dieckmann, Sven Rudolph, Sandra Dreisigacker, and Dirk Menche
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Summary: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.
Item Description:Gesehen am 18.12.2018
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/jo302134y