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Journal article
Asymmetric Synthesis of Functionalized 2-Isoxazolines
ACS omega
11 Feb 2025
Featured in Collection : UN Sustainable Development Goals @ Drexel
Abstract
<p>The asymmetric synthesis of the isoxazoline skeleton was achieved by the oxidation of hydroxylaminoalkyl furan prepared from simple starting materials: 2-methylfuran and (S)-epichlorohydrin. The synthesis features an NBS-mediated oxidation of hydroxylaminoalkyl furan to give an alpha,beta-unsaturated ketone intermediate which cyclized to the isoxazoline. The alpha,beta-unsaturated double bond was successfully cleaved with RuCl3<middle dot>xH2O catalysis en route to the isoxazoline skeleton bearing alcohol, aldehyde, and carboxylic acid functionalities.</p>
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Details
- Title
- Asymmetric Synthesis of Functionalized 2-Isoxazolines
- Creators
- Beyza Hamur - Gebze Technical UniversityFatma Albayrak HalacFethiye Yilmazer - Gebze Technical UniversityFraser F. Fleming - Drexel UniversityIrem Kulu - Gebze Technical UniversityRamazan Altundas - Gebze Technical University
- Publication Details
- ACS omega
- Publisher
- AMER CHEMICAL SOC
- Number of pages
- 8
- Grant note
- T?rkiye Bilimsel ve Teknolojik Arastirma Kurumu: 219Z136 TUBITAK
This work was supported by TUBITAK (Project No: 219Z136). We would like to thank Dr. Bilal Altundas (University of Illinois UrbanayChampaign) for helpful discussions and critical reading of the manuscript.
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- Chemistry
- Web of Science ID
- WOS:001419462400001
- Scopus ID
- 2-s2.0-85217580718
- Other Identifier
- 991022028049804721
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- Collaboration types
- Domestic collaboration
- International collaboration
- Web of Science research areas
- Chemistry, Multidisciplinary