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- Title
An Efficient Stereoselective Total Synthesis of All Stereoisomers of the Antibiotic Thiamphenicol through Ruthenium-Catalyzed Asymmetric Reduction by Dynamic Kinetic Resolution.
- Authors
Perez, Marc; Echeverria, Pierre‐Georges; Martinez‐Arripe, Elsa; Ez Zoubir, Mehdi; Touati, Ridha; Zhang, Zhaoguo; Genet, Jean‐Pierre; Phansavath, Phannarath; Ayad, Tahar; Ratovelomanana‐Vidal, Virginie
- Abstract
Thiamphenicol is a widely used antibiotic that exhibits activity against numerous Gram-positive and Gram-negative pathogens. Here, we describe the expedient synthesis of its four stereoisomers through a dynamic kinetic resolution that follows a ruthenium-catalyzed asymmetric hydrogenation or a hydrogen transfer reaction as the key step.
- Subjects
STEREOSELECTIVE reactions; STEREOISOMERS; THIAMPHENICOL; RUTHENIUM catalysts; GRAM-negative bacteria; GRAM-positive bacteria; HYDROGEN transfer reactions
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 27, p5949
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500661