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ChemInform Abstract: Synthesis of Biphenyls Mimicking the Structure of the Antimitotic Rhazinilam.
β Scribed by C. PASCAL; J. DUBOIS; D. GUENARD; F. GUERITTE
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Synthesis of Biphenyls Mimicking the Structure of the Antimitotic
Rhazinilam.
-The approach to axially chiral mimetics of type (VI), incorporating a biphenyl unit instead of the phenylpyrrole present in rhazinilam (VII), is based on a cross-coupling reaction of halides (II). More hindered bromides such as (IIc) give only poor yields, even under varied conditions. All compounds (IV) assayed under their racemic forms in the interaction with tubulin show the same activity as rhazinilam. -(
π SIMILAR VOLUMES
The Synthesis of Two Diastereomeric seco-Rhazinilams with Opposite Atropomeric Chiralities. -Key step in the synthesis of the title compounds, atropomeric tricyclic analogues of the antibiotic rhazinilam, is the oxidative rearrangement of a mixture of indolenines (IV) and (V) obtained from (-)-tabe
The Preparation of Hindered Biphenyls via the Suzuki Reaction. -The method allows the preparation of type (IV) in "good yield" with exception of (IVd). The products may be of interest for the synthesis of balanol analogues (structure-activity studies).