Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5277899 | Tetrahedron Letters | 2007 | 5 Pages |
Abstract
The alkylation of α,Ï-dibromoalkanes, with the sodium salt of succinimide, followed by the reduction with sodium borohydride gives the respective N-Ï-bromoalkyl-5-hydroxy-2-pyrrolidinones. These substrates are precursors of N-acyliminium ions under acidic conditions. The condensation of these intermediates with ethyl malonate in the presence of TiCl4 and diisopropylethylamine following the intramolecular cyclization provides a convenient route to substituted pyrrolizidinone, indolizidinone and pyrroloazepinolizidinone nucleus in a good yield.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Tomás Quiroz, David Corona, Adrián Covarruvias, José Gustavo Avila-Zárraga, Moisés Romero-Ortega,