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A convergent and stereoselective synthesis of the glycolipid components phthioceranic acid and hydroxyphthioceranic acid

Pischl, Matthias C. and Weise, Christian F. and Müller, Marc-André and Pfaltz, Andreas and Schneider, Christoph. (2013) A convergent and stereoselective synthesis of the glycolipid components phthioceranic acid and hydroxyphthioceranic acid. Angewandte Chemie International Edition, 52 (34). pp. 8968-8972.

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Official URL: http://edoc.unibas.ch/dok/A6212004

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Abstract

Simply convergent: The polydeoxypropionates 1 and 2 are important constituents of the cell wall of Mycobacterium tuberculosis. Key steps in their total synthesis include two Suzuki–Miyaura cross-coupling reactions and two highly diastereoselective iridium-catalyzed hydrogenations. The trideoxypropionates employed as central building blocks were prepared by sequential oxy-Cope rearrangement, hydrogenation, and enolate methylation.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische organische Chemie (Pfaltz)
UniBasel Contributors:Pfaltz, Andreas and Müller, Marc-André
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:1433-7851
e-ISSN:1521-3773
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:10 Apr 2017 08:53
Deposited On:31 Jan 2014 09:51

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