synthesis of 2,5-disubstituted octahydroquinolin-4-ones via anintramolecular hetero diels-alder reaction
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ID: 188369
2007
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Abstract
A route for the preparation of 2,5-disubstituted octahydroquinolin-4-ones, synthetic precursors of the decahydroquinoline-type toxins, is presented. The key steps are an asymmetric epoxidation and an intramolecular hetero Diels-Alder reaction between an activated diene and an imine. The presence of an allylic stereogenic center induces some selectivity and thus only two cycloadducts are obtained in 70:30 ratio and good yield.
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palenzuela2007moleculessynthesis
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| Authors | ;J. Antonio Palenzuela;Maria M. Afonso;Juan M. Ruiz |
| Journal | Journal of ethnopharmacology |
| Year | 2007 |
| DOI |
10.3390/12020194
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