We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Copper‐Catalyzed Highly Stereoselective Trifluoromethylation and Difluoroalkylation of Secondary Propargyl Sulfonates.
- Authors
Gao, Xing; Xiao, Yu‐Lan; Wan, Xiaolong; Zhang, Xingang
- Abstract
Abstract: It is challenging to stereoselectively introduce a trifluoromethyl group (CF3) into organic molecules. To date, only limited strategies involving direct asymmetric trifluoromethylation have been reported. Herein, we describe a new strategy for direct asymmetric trifluoromethylation through the copper‐catalyzed stereospecific trifluoromethylation of optically active secondary propargyl sulfonates. The reaction enables propargylic trifluoromethylation with high regioselectivity and stereoselectivity. The reaction could also be extended to stereospecific propargylic difluoroalkylation. Transformations of the resulting enantiomerically enriched fluoroalkylated alkynes led to a variety of chiral fluoroalkylated compounds, thus providing a useful protocol for applications in the synthesis of fluorinated complexes.
- Subjects
SULFONATES; STEREOSELECTIVE reactions; ALKYNES; MOLECULES
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 12, p3241
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201711463