期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 9, 页码 4491-4495出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202014781
关键词
alkene difunctionalization; allenes; heteroarylation; palladium catalysis; Wacker reaction
资金
- Peking University Shenzhen Graduate School
- Shenzhen Bay Laboratory Institute of Chemical biology, Nanyang Technological University
- A*STAR Science and Engineering Research Council [AME IRG A1783c0010]
- GSK-EDB Trust Fund (2017 GSK-EDB Green and Sustainable Manufacturing Award)
Asymmetric coupling efficiently occurs between propargylic acetates, cycloalkenes, and electron-rich heteroarenes, yielding 2,3-disubstituted tetrahydrofurans and pyrrolidines in trans configuration with excellent enantiomeric ratios. The reaction proceeds via Wacker-type attack of nucleophilic heteroarenes on alkenes activated by allenyl Pd-II species.
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 Pd-II species.
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