Catalyst-Controlled [3 + 2] Annulation of Allenes with <i>N</i>-Monosubstituted Hydroxylamines for Regioselective Synthesis of Two Types of Isomeric Isoxazolidines
Catalyst-controlled regioselective [3 + 2] cascade annulation of allenes with <i>N</i>-monosubstituted hydroxylamines for precise construction of two types of isoxazolidine regiomers has been developed. The Ce(OTf)<sub>3</sub> and MgCl<sub>2</sub> can guide the nitrogen and oxygen atoms of <i>N</i>-hydroxyarylamides to both ends of the consecutive double bond of allenes, respectively, to afford two kinds of isomeric products. Notably and remarkably, the consecutive double bond of allenes served as a C3 synthon.
Authors
- Honghong Guo (ORCID: https://orcid.org/0009-0002-7693-7302)
- Yuting Wu (ORCID: https://orcid.org/0000-0002-5039-4381)
- Xing Li (ORCID: https://orcid.org/0000-0001-8096-4499)
- Qiang Liu (ORCID: https://orcid.org/0000-0001-8886-8450)
- Xinyufei Yuan
- Shuangping Huang (ORCID: https://orcid.org/0000-0002-8803-0065)
Institutions
- Taiyuan University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-08-20
- DOI
- https://doi.org/10.1021/acs.orglett.4c02721
- Citations
- 2
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- Natural Science Foundation of Shanxi Province