Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5278827 | Tetrahedron Letters | 2006 | 4 Pages |
Abstract
A convenient method for the synthesis of N-substituted C-phosphorylated nitrones 2 from hydroxymethylphosphonates via successive Swern oxidation and treatment with respective hydroxylamines is reported for the first time. Moderate (20%) to excellent (up to 90%) diastereoselectivities in cycloadditions of nitrone 2a and terminal alkenes were observed with trans C5-substituted isoxazolidines predominating. In ZnCl2-catalysed cycloadditions, mixtures enriched in cis diastereoisomers were produced.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Dorota G. Piotrowska,