Studies on C18-C20 aldol couplings of rhizopodin

The aldol addition of an enol(ate) to a carbonyl compound is one of the most powerful and versatile C-C bond forming reactions. In complex target synthesis the coupling of two chiral partners may complicate the stereochemical outcome by multiple stereoinductions. Here, we report studies on pivotal a...

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Bibliographic Details
Main Authors: Dieckmann, Michael (Author) , Rudolph, Sven (Author) , Lang, Carolin (Author) , Ahlbrecht, Wiebke (Author) , Menche, Dirk (Author)
Format: Article (Journal)
Language:English
Published: 12 July 2013
In: Synthesis
Year: 2013, Volume: 45, Issue: 16, Pages: 2305-2315
ISSN:1437-210X
DOI:10.1055/s-0033-1338493
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1055/s-0033-1338493
Verlag, lizenzpflichtig, Volltext: http://www.thieme-connect.de/DOI/DOI?10.1055/s-0033-1338493
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Author Notes:Michael Dieckmann, Sven Rudolph, Carolin Lang, Wiebke Ahlbrecht, Dirk Menche
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Summary:The aldol addition of an enol(ate) to a carbonyl compound is one of the most powerful and versatile C-C bond forming reactions. In complex target synthesis the coupling of two chiral partners may complicate the stereochemical outcome by multiple stereoinductions. Here, we report studies on pivotal aldol couplings employed in the rhizopodin synthesis, detailing the various directing effects exerted by the stereogenic centers present in this sterically hindered connection.
Item Description:Gesehen am 15.12.2020
Physical Description:Online Resource
ISSN:1437-210X
DOI:10.1055/s-0033-1338493