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Facile synthesis of carbohydrate-integrated isoxazolines through tandem [4+1] cycloaddition and rearrangement of 2-nitroglycals
- Source :
- Chemical Communications. 47:8676
- Publication Year :
- 2011
- Publisher :
- Royal Society of Chemistry (RSC), 2011.
-
Abstract
- Carbohydrate-integrated isoxazolines were synthesized from 2-nitroglycals and sulfur ylides, with the aid of 1-phenylthiourea catalyst. The reactions proceeded via [4+1] annulations and upon subsequent rearrangement, afforded the corresponding isoxazolines in high yields with excellent diastereoselectivities (up to 95% de).
- Subjects :
- Tandem
Chemistry
Carbohydrates
Molecular Conformation
Metals and Alloys
chemistry.chemical_element
Stereoisomerism
Isoxazoles
General Chemistry
Carbohydrate
Crystallography, X-Ray
Phenylthiourea
Sulfur
Catalysis
Cycloaddition
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
Cyclization
Materials Chemistry
Ceramics and Composites
Organic chemistry
Subjects
Details
- ISSN :
- 1364548X and 13597345
- Volume :
- 47
- Database :
- OpenAIRE
- Journal :
- Chemical Communications
- Accession number :
- edsair.doi.dedup.....a490edf262ba7625e2c33b5e782dbfc7