Construction of Axial Chirality by Rhodium-Catalyzed Asymmetric Dehydrogenative Heck Coupling of Biaryl Compounds with Alkenes

Enantioselective construction of axially chiral biaryls by direct CH bond functionalization reactions has been realized. Novel axially chiral biaryls were synthesized by the direct CH bond olefination of biaryl compounds, using a chiral [Cp*RhIII] catalyst, in good to excellent yields and enantios...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2014-11, Vol.53 (48), p.13244-13247
Main Authors: Zheng, Jun, You, Shu-Li
Format: Article
Language:English
Subjects:
Alkenes
Alkenes - chemistry
asymmetric catalysis
Asymmetry
biaryls
Bonding
Catalysis
Catalysts
Chirality
Conjugates
Construction
Cyclization
CH activation
Joining
Ligands
Models, Molecular
rhodium
Rhodium - chemistry
Stereoisomerism
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Summary:Enantioselective construction of axially chiral biaryls by direct CH bond functionalization reactions has been realized. Novel axially chiral biaryls were synthesized by the direct CH bond olefination of biaryl compounds, using a chiral [Cp*RhIII] catalyst, in good to excellent yields and enantioselectivities. The obtained axially chiral biaryls were found as suitable ligands for rhodium‐catalyzed asymmetric conjugate additions. An axe to grind? Novel axially chiral biaryls were synthesized by the direct CH bond olefination of biaryl compounds, using a chiral [Cp*RhIII] catalyst (1), in good to excellent yields and enantioselectivities. The biaryls were found as suitable ligands for rhodium‐catalyzed asymmetric conjugate addition reactions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201408805