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Journal article
Access to 3-Azetidines via Halogenation of Titanacyclobutanes
Advanced synthesis & catalysis, Vol.366(10), pp.2214-2219
05/21/2024
PMID: 40747137
Web of Science ID: WOS:001199766300001
Abstract
Azetidines are valuable nitrogenous heterocycles. Herein, we disclose a strategy for the modular assembly of 3-azetidines and related spirocyclic congeners featuring all-carbon quaternary centers. This approach leverages titanacyclobutanes generated from ketones or alkenes. Halogenation of these organotitanium species gives rise to functionalized alkyl dihalides that can be subsequently captured by amines to afford azetidine building blocks. This strategy facilitated the synthesis of a small molecule anti-tuberculosis drug. It also enabled access to carbon-13 isotopologs of diazaspiro[3.3]heptane fragments that are challenging to prepare by any other means.
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Details
- Title
- Access to 3-Azetidines via Halogenation of Titanacyclobutanes
- Publication Details
- Advanced synthesis & catalysis, Vol.366(10), pp.2214-2219
- Resource Type
- Journal article
- Publisher
- Wiley
- Number of pages
- 6
- Grant note
- R01GM125926 / NIH; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA NIGMS branch of the NIH
- Copyright
- © 2024 Wiley-VCH GmbH
- Identifiers
- WOS:001199766300001; 99381856992806600
- Academic Unit
- Chemistry; Hal Marcus College of Science and Engineering
- Language
- English