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1,3-Dipolar Cycloaddition of N-Substituted Dipolarophiles and Nitrones: Highly Efficient Solvent-Free Reaction.
- Source :
-
Journal of Organic Chemistry . 4/4/2008, Vol. 73 Issue 7, p2621-2632. 12p. 6 Charts, 3 Graphs. - Publication Year :
- 2008
-
Abstract
- New isoxazolidines were synthesized in good to excellent yields by I ,3-dipolar cycloaddition of N-vinylamide dipolarophiles and nitrones. Strikingly, solvent-free conditions gave high conversion and yields, shortened reaction time, and minimized degradation products. N-Vinyloxazolidin-2-one and its analogues used in these cycloaddition reactions were conveniently prepared in excellent yields by a modified version of Buchwald's one-step copper-catalyzed vinylation using vinyl bromide. From the adducts, a two-step access to various unsymmetric aspartate derivatives was also described. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 73
- Issue :
- 7
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 31830589
- Full Text :
- https://doi.org/10.1021/jo702490w