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- Title
Enantioselective nickel-catalyzed dicarbofunctionalization of 3,3,3-trifluoropropene.
- Authors
Li, Yun-Ze; Rao, Na; An, Lun; Wan, Xiao-Long; Zhang, Yanxia; Zhang, Xingang
- Abstract
Despite paramount applications of chiral trifluoromethylated compounds in medicinal chemistry and materials science, limited strategies have been developed for catalytic asymmetric synthesis of such valuable fluorinated structures. Here, we report a nickel catalyzed enantioselective dicarbofunctionalization of inexpensive industrial chemical 3,3,3-trifluoropropene (TFP) with readily available tertiary alkyl and aryl iodides. The reaction overcomes the β-F elimination side reaction of TFP, and proceeds efficiently under mild reaction conditions. The protocol possesses advantages, such as synthetic convenience, high enantioselectivity, and excellent functional group tolerance, providing rapid and straightforward access to chiral trifluoromethylated compounds of medicinal interest. Strategies for the catalytic asymmetric synthesis of trifluoromethylated compounds remain scarce. Here, the authors report the nickel-catalyzed enantioselective dicarbofunctionalization of 3,3,3-trifluoropropene.
- Subjects
ASYMMETRIC synthesis; ELIMINATION reactions; ARYL iodides; MATERIALS science; ALKYL iodide; PHARMACEUTICAL chemistry
- Publication
Nature Communications, 2022, Vol 13, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-022-33159-2