Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 11, Pages 3387-3391Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813585
Keywords
alkenylation; asymmetric catalysis; C-H functionalization; metal migration; rhodium
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Funding
- National Natural Science Foundation of China [21572253, 21772216]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB 20020100]
- 973 Program [2015CB856600]
- STCSM [18401933500]
- Key Research Program of Frontier Science [QYZDY-SSW-SLH026]
- Collaborative Innovation Center of Chemical Science and Engineering (Tianjing)
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The asymmetric rhodium-catalyzed alkenylation of enones and imines with arylboronic acids has been developed. A highly controllable aryl to vinyl 1,4-rhodium migration is the key step. Stereodefined vinyl moieties were installed in excellent enantioselectivies for most examined examples. DFT calculations reveal that the driving force of this rhodium migration is a kinetically favored process.
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