Regioselective 1,3-Dipolar Cycloaddition Reactions of 4-Methylene-2-oxazolidinones with Benzonitrile Oxide
✍ Scribed by Newton, Rebecca; Savage, G. Paul
- Book ID
- 121698700
- Publisher
- Commonwealth Scientific and Industrial Research Organisation Publishing
- Year
- 2008
- Tongue
- English
- Weight
- 318 KB
- Volume
- 61
- Category
- Article
- ISSN
- 0004-9425
- DOI
- 10.1071/ch08111
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📜 SIMILAR VOLUMES
The reaction of benzonitrile oxide with several vinylsilanes has been found to afford silylated isoxazoles. Relative rates for the cycloaddition reaction were determined.
## Abstract Benzonitrile oxide cycloadds to the CC bond of substituted 4,5‐dihydro‐3‐methylene‐2(3__H__)‐furanones 1a–1g. Thus, (__E__)‐1a and (__E__)‐1b are converted into the corresponding isoxazolinespirodihydrofuranones (4__RS__,5__RS__)‐2a and (4__RS__,5__RS__)‐2b, and (__E__)‐1c is converted
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The reaction of 2‐methylene‐1,3‐dicarbonyl compounds **1** and nitrile oxides, which were prepared from hydroxymoyl chlorides **2** with triethylamine, gave 5,5‐disubstituted 2‐isoxazolines **3** regioselectively.