Formation of Quaternary Centers by Copper-Catalyzed Asymmetric Conjugate Addition of Alkylzirconium Reagents

Pure and simple: Alkylzirconocenes generated in situ from simple alkenes are used in highly enantioselective copper‐catalyzed 1,4‐addition reactions to trisubstituted cyclic enones to generate quaternary centers. These reactions operate at room temperature under a range of conditions and tolerate ma...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-07, Vol.52 (31), p.7995-7999
Main Authors: Sidera, Mireia, Roth, Philippe M. C., Maksymowicz, Rebecca M., Fletcher, Stephen P.
Format: Article
Language:English
Subjects:
Alkenes
Asymmetry
Conjugates
copper
Formations
Functional groups
Michael addition
synthetic methods
zirconium
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Summary:Pure and simple: Alkylzirconocenes generated in situ from simple alkenes are used in highly enantioselective copper‐catalyzed 1,4‐addition reactions to trisubstituted cyclic enones to generate quaternary centers. These reactions operate at room temperature under a range of conditions and tolerate many functional groups. Cp=cyclopentadienyl, Tf=trifluoromethanesulfonyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201303202