Issue 23, 2024

Recent advances in stereoselective construction of fluorinated quaternary carbon centers from fluorinated compounds

Abstract

There are many fluorinated quaternary carbon structural units in pharmaceuticals and bioactive compounds. Organic chemists are interested in the stereoselective synthesis of fluorinated quaternary carbon structural units. Constructing a fluorinated quaternary carbon stereocenter can be achieved directly and efficiently by the asymmetric catalytic reaction of fluorinated compounds as substrates. This approach aims to construct fluorinated quaternary carbon stereocenters while diversifying the types of fluorinated compounds. This review introduces a series of reactions for synthesizing fluorinated quaternary carbon chiral centers through asymmetric organic catalysis and transition metal catalysis, including alkylation, arylation, Mannich, Michael addition, and allylation reactions. This work will contribute to the development of the synthesis of fluorinated quaternary carbon chiral center-containing compounds in the future.

Graphical abstract: Recent advances in stereoselective construction of fluorinated quaternary carbon centers from fluorinated compounds

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Article information

Article type
Review Article
Submitted
21 Mar 2024
Accepted
15 May 2024
First published
18 May 2024

Org. Biomol. Chem., 2024,22, 4592-4612

Recent advances in stereoselective construction of fluorinated quaternary carbon centers from fluorinated compounds

Z. Li, L. Fan and G. Liu, Org. Biomol. Chem., 2024, 22, 4592 DOI: 10.1039/D4OB00457D

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