Enantioselective total synthesis and absolute configuration of apiosporic acid

The first total synthesis of the polyketide apiosporic acid is presented. Key steps are a Julia-Kocienski olefination, a Suzuki-Miyaura cross-coupling, and an intramolecular Diels-Alder reaction. The absolute configuration of the natural product was determined.

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Bibliographic Details
Main Authors: Gärtner, Martin (Author) , Kossler, David (Author) , Pflästerer, Daniel (Author) , Helmchen, Günter (Author)
Format: Article (Journal)
Language:English
Published: April 17, 2012
In: The journal of organic chemistry
Year: 2012, Volume: 77, Issue: 9, Pages: 4491-4495
ISSN:1520-6904
DOI:10.1021/jo300519g
Online Access:Verlag, Volltext: http://dx.doi.org/10.1021/jo300519g
Verlag, Volltext: https://doi.org/10.1021/jo300519g
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Author Notes:Martin Gärtner, David Kossler, Daniel Pflästerer, Günter Helmchen (Organisch-Chemisches Institut der Universität Heidelberg)
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Summary:The first total synthesis of the polyketide apiosporic acid is presented. Key steps are a Julia-Kocienski olefination, a Suzuki-Miyaura cross-coupling, and an intramolecular Diels-Alder reaction. The absolute configuration of the natural product was determined.
Item Description:Gesehen am 07.06.2018
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/jo300519g