Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 11-12, Pages 2139-2144Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300446
Keywords
axial chirality; biaryls; CH functionalization; olefination; sulfoxides
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Funding
- CNRS (Centre National de la Recherche Scientifique)
- Ministere de l'Education Nationale et de la Recherche, France
- French Embassy in Germany
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A stereoselective method for the synthesis of axially chiral biaryl scaffolds by CH bond functionalization was accomplished using chiral sulfoxide both as the directing group enabling the regioselective activation of a CH bond and as the chiral auxiliary generating an asymmetric environment in the coordination sphere of the metal complex. We have demonstrated the directing ability of the p-tolylsulfinyl group in promoting the Pd(II)-catalyzed CH olefination of biphenyls.
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