1,3-dipolar cycloadditions. Part XII - selective cycloaddition route to 4-nitroisoxazolidine ring systems
✍ Scribed by Avijit Banerji; Maya Gupta; Pizush Kanti Biswas; Thierry Prangé; Alain Neuman
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2007
- Tongue
- English
- Weight
- 474 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
magnified image
Cycloadditions of C,N‐diarylnitrones to β‐nitrostyrenes occurred to yield two diastereoisomeric cycloadducts, the 3,4‐trans‐4,5‐trans substituted isoxazolidine derivatives being formed selectively as the major products. These were characterised by spectroscopic and X‐ray data. Conformational studies were carried out by X‐ray crystallography and Molecular Modelling.
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## Abstract The catalytic effects of Lewis acids on the 1,3‐dipolar cycloaddition of nitrone (I) to benzylidene acetophenone (II) is studied.