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Enantioselective Total Syntheses and Absolute Configuration of JBIR-02 and Mer-A2026B

Hoecker, Johannes and Gademann, Karl. (2013) Enantioselective Total Syntheses and Absolute Configuration of JBIR-02 and Mer-A2026B. Organic letters, Vol. 15, H. 3 , S. 670–673.

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Official URL: http://edoc.unibas.ch/dok/A6194503

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Abstract

The first total syntheses of the piericidin related natural products Mer-A2026B and JBIR-02 are reported. Key features of the synthetic approach involve an Ir-catalyzed one-pot C-H activation/oxidation procedure for the preparation of the hydroxypyridine, a vinylogous Mukaiyama aldol reaction, and a final Negishi cross-coupling of an advanced pyridine derivative with an allylic side chain precursor. In addition, the absolute configuration of Mer-A2026B (9R,10R) and JBIR-02 (9R,10R) was established.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Former Organization Units Chemistry > Organische Chemie (Gademann)
UniBasel Contributors:Gademann, Karl and Hoecker, Johannes David
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:American Chemical Society
ISSN:1523-7060
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:06 Dec 2013 09:35
Deposited On:06 Dec 2013 09:35

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