Enantioselective Three-Component Coupling of Heteroarenes, Cycloalkenes and Propargylic Acetates
Dr. Shenghan Teng
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore, Singapore
Search for more papers by this authorProf. Dr. Yonggui Robin Chi
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore, Singapore
Search for more papers by this authorCorresponding Author
Prof. Dr. Jianrong Steve Zhou
State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Room F-312, 2199 Lishui Road, Nanshan District, Shenzhen, 518055 China
Search for more papers by this authorDr. Shenghan Teng
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore, Singapore
Search for more papers by this authorProf. Dr. Yonggui Robin Chi
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore, Singapore
Search for more papers by this authorCorresponding Author
Prof. Dr. Jianrong Steve Zhou
State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Room F-312, 2199 Lishui Road, Nanshan District, Shenzhen, 518055 China
Search for more papers by this authorAbstract
Asymmetric coupling proceeds efficiently between propargylic acetates, cycloalkenes and electron-rich heteroarenes including indoles, pyrroles, activated furans and thiophenes. 2,3-Disubstituted tetrahydrofurans and pyrrolidines are produced in trans configuration and excellent enantiomeric ratios. The reaction proceeds via Wacker-type attack of nucleophilic heteroarenes on alkenes activated by allenyl PdII species.
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