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Published January 2, 2013 | Accepted Version + Supplemental Material
Journal Article Open

Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to Heterocyclic Acceptors


Flava Flavanone: Asymmetric conjugate additions to chromones and 4-quinolones are reported utilizing a single catalyst system formed in situ from Pd(OCOCF_3)_2 and (S)-tBuPyOX. Notably, these reactions are performed in wet solvent under ambient atmosphere, and employ readily available arylboronic acids as the nucleophile, thus providing ready access to these asymmetric heterocycles.

Additional Information

© 2013 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim. Received: September 19, 2012; Published online: December 3, 2012. The authors thank NIH-NIGMS (R01M080269–01), Caltech, Amgen, and the Deutsche Akademie der Naturforscher Leopoldina (postdoctoral fellowship A.N.M.) for financial support. J. C. H. thanks the American Chemical Society Division of Organic Chemistry for a predoctoral fellowship. M.G. is grateful to the Swiss National Science Foundation for financial support through a postdoctoral fellowship. B. M. thanks the China Scholarship Council (No.2008618001) and the University of Groningen for financial support. Anton A. Toutov is acknowledged for experimental assistance. Jinglan Zhou and Mike DeNinno (Vertex Pharmaceuticals) are acknowledged for helpful discussions and suggestions.

Attached Files

Accepted Version - nihms-502517.pdf

Supplemental Material - chem_201203643_sm_miscellaneous_information.pdf


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