期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 43, 页码 13319-13323出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201707375
关键词
asymmetric catalysis; fluorine; diazo compounds; rhodium; small ring compounds
资金
- INSA Rouen
- Rouen University
- CNRS
- EFRD
- Labex SynOrg [ANR-11-LABX-0029]
- Region Normandie (Crunch Network)
- Natural Science and Engineering Research Council of Canada (NSERC)
- Canada Foundation for Innovation
- Canada Research Chair Program
- FRQ-NT Centre in Green Chemistry and Catalysis
- Universite de Montreal
The first catalytic asymmetric synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh-2((S)-BTPCP)(4) as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99% ee). This methodology allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time.
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