Enantioselective Difunctionalization of Alkenes by a Palladium-Catalyzed Heck/Sonogashira Sequence
Lujia Zhou
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
These authors contributed equally to this work.
Search for more papers by this authorSanliang Li
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
These authors contributed equally to this work.
Search for more papers by this authorDr. Bing Xu
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorDanting Ji
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorLizuo Wu
College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, 130012 China
Search for more papers by this authorProf. Dr. Yu Liu
College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, 130012 China
Search for more papers by this authorCorresponding Author
Zhan-Ming Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
Search for more papers by this authorCorresponding Author
Prof. Dr. Junliang Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorLujia Zhou
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
These authors contributed equally to this work.
Search for more papers by this authorSanliang Li
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
These authors contributed equally to this work.
Search for more papers by this authorDr. Bing Xu
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorDanting Ji
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorLizuo Wu
College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, 130012 China
Search for more papers by this authorProf. Dr. Yu Liu
College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, 130012 China
Search for more papers by this authorCorresponding Author
Zhan-Ming Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
Search for more papers by this authorCorresponding Author
Prof. Dr. Junliang Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 P. R. China
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorAbstract
Sonogashira-type cross-couplings are one of the most significant alkynylations in organic chemistry. One of the first palladium-catalyzed intramolecular Heck/Sonogashira reactions of alkenes with terminal alkynes is now reported. With this method, a variety of uniquely substituted chiral benzene-fused heterocycles bearing a propargyl-substituted all-carbon quaternary stereocenter were obtained in a straightforward, high-yielding, and highly stereoselective manner under mild conditions. Salient features of this process include the use of readily available substrates, high selectivities, a broad substrate scope as well as versatile product functionalizations.
Conflict of interest
The authors declare no conflict of interest.
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