Enantioselective nickel-catalyzed dicarbofunctionalization of 3,3,3-trifluoropropene

Yun-Ze Li, Na Rao, Lun An, Xiao-Long Wan, Yanxia Zhang and Xingang Zhang ()
Additional contact information
Yun-Ze Li: University of Chinese Academy of Sciences, Chinese Academy of Sciences
Na Rao: University of Chinese Academy of Sciences, Chinese Academy of Sciences
Lun An: University of Chinese Academy of Sciences, Chinese Academy of Sciences
Xiao-Long Wan: University of Chinese Academy of Sciences, Chinese Academy of Sciences
Yanxia Zhang: University of Chinese Academy of Sciences, Chinese Academy of Sciences
Xingang Zhang: University of Chinese Academy of Sciences, Chinese Academy of Sciences

Nature Communications, 2022, vol. 13, issue 1, 1-9

Abstract: 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.

Date: 2022
References: View complete reference list from CitEc
Citations:

Downloads: (external link)
https://www.nature.com/articles/s41467-022-33159-2 Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-33159-2

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-022-33159-2

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().