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Aza-Oxyallyl Cation Driven 3-Amido Oxetane Rearrangement to 2-Oxazolines: Access to Oxazoline Amide Ethers.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2022 Mar 04; Vol. 87 (5), pp. 2155-2166. Date of Electronic Publication: 2022 Feb 07. - Publication Year :
- 2022
-
Abstract
- Herein, we report a highly facile and unprecedented activation of 3-amido oxetanes to synthesize 2-oxazoline amide ethers using a transient electrophilic aza-oxyallyl cation as an activating as well as an alkylating agent under mild reaction conditions. The aza-oxyallyl cation driven intramolecular rearrangement of 3-amido oxetanes to 2-oxazolines is the hallmark of this transformation and is a new addition to the reactivity profile of aza-oxyallyl cations.
- Subjects :
- Cations
Ethers, Cyclic
Stereoisomerism
Amides
Ethers
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 87
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 35129349
- Full Text :
- https://doi.org/10.1021/acs.joc.1c03108