Densely functionalised spirocyclic oxetane-piperidine scaffolds for drug discovery

Geary, Gemma C.; Nortcliffe, Andrew; Pearce, Christopher A.; Hamza, Daniel; Jones, Geraint; Moody, Christopher J.

Abstract

A spirocyclic, sp3-atom rich oxetane-containing scaffold was synthesised in just two steps via a gold catalysed propargylic alcohol rearrangement. The key gold cyclisation can be undertaken on a 40 g scale allowing the preparation of 419 lead-like compounds based on the scaffold for the European Lead Factory.

Citation

Geary, G. C., Nortcliffe, A., Pearce, C. A., Hamza, D., Jones, G., & Moody, C. J. (in press). Densely functionalised spirocyclic oxetane-piperidine scaffolds for drug discovery. Bioorganic and Medicinal Chemistry, https://doi.org/10.1016/j.bmc.2017.12.012

• Journal Article Type: Article
• Acceptance Date: Dec 7, 2017
• Online Publication Date: Dec 8, 2017
• Deposit Date: Feb 16, 2018
• Publicly Available Date: Dec 9, 2018
• Journal: Bioorganic & Medicinal Chemistry
• Electronic ISSN: 0968-0896
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• DOI: https://doi.org/10.1016/j.bmc.2017.12.012
• Public URL: https://nottingham-repository.worktribe.com/output/898934
• Publisher URL: https://www.sciencedirect.com/science/article/pii/S0968089617321880?via%3Dihub