Iridum-catalysed C–H Borylation of β-aryl-aminopropionic acids

Robinson, Henry; Stillibrand, Joe; Simelis, Klemensas; Macdonald, Simon JF; Nortcliffe, Andrew

Abstract

Iridium-catalysed catalytic, regioselective C–H borylation of β-aryl-aminopropionic acid derivatives gives access to 3,5-functionalised protected β-aryl-aminopropionic acid boronates. The synthetic versatility of these new boronates is demonstrated through telescoped functionalisation reaction to give diverse building blocks for medicinal chemistry. The C-H borylation is also effective for dipeptide substrates. We have exemplified this methodology in the synthesis of a pan av integrin antagonist.

Citation

Robinson, H., Stillibrand, J., Simelis, K., Macdonald, S. J., & Nortcliffe, A. (2020). Iridum-catalysed C–H Borylation of β-aryl-aminopropionic acids. Organic and Biomolecular Chemistry, 18, https://doi.org/10.1039/d0ob01495h

• Journal Article Type: Article
• Acceptance Date: Aug 17, 2020
• Online Publication Date: Aug 17, 2020
• Publication Date: Aug 17, 2020
• Deposit Date: Aug 18, 2020
• Publicly Available Date: Aug 20, 2020
• Journal: Organic and Biomolecular Chemistry
• Print ISSN: 1477-0520
• Electronic ISSN: 1477-0539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 18
• DOI: https://doi.org/10.1039/d0ob01495h
• Keywords: Physical and Theoretical Chemistry; Organic Chemistry; Biochemistry
• Public URL: https://nottingham-repository.worktribe.com/output/4843034
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2020/ob/d0ob01495h#!divAbstract