Synthesis of Complex Unnatural Fluorine-Containing Amino Acids

Brittain, William D.G.; Lloyd, Carissa M.; Cobb, Steven L.

Abstract

The area of fluorinated amino acid synthesis has seen rapid growth over the past decade. As reports of singly fluorinated natural amino acid derivatives have grown, researchers have turned their attention to develop methodology to access complex proteinogenic examples. A variety of reaction conditions have been employed in this area, exploiting new advances in the wider synthetic community such as photocatalysis and palladium cross-coupling. In addition, novel fluorinated functional groups have also been incorporated into amino acids, with SFX and perfluoro moieties now appearing with more frequency in the literature. This review focuses on synthetic methodology for accessing complex non-proteinogenic amino acids, along with amino acids containing multiple fluorine atoms such as CF3, SF5 and perfluoroaromatic groups.

Citation

Brittain, W. D., Lloyd, C. M., & Cobb, S. L. (2020). Synthesis of Complex Unnatural Fluorine-Containing Amino Acids. Journal of Fluorine Chemistry, 239, Article 109630. https://doi.org/10.1016/j.jfluchem.2020.109630

• Journal Article Type: Article
• Acceptance Date: Aug 12, 2020
• Online Publication Date: Sep 6, 2020
• Publication Date: 2020-11
• Deposit Date: Sep 11, 2020
• Publicly Available Date: Nov 18, 2020
• Journal: Journal of Fluorine Chemistry
• Print ISSN: 0022-1139
• Electronic ISSN: 1873-3328
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 239
• Article Number: 109630
• DOI: https://doi.org/10.1016/j.jfluchem.2020.109630
• Public URL: https://durham-repository.worktribe.com/output/1292548