| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5278273 | Tetrahedron Letters | 2009 | 6 Pages |
Abstract
In contrast to substituted 4-acetic acid 1,4-dihydropyridines, giving only δ-lactones upon intramolecular reactions, 2-substituted 1,2-dihydropyridines led, besides to δ-lactones, also to new, structurally interesting γ-lactones as the result of a bromine-induced carbon-carbon double bond ‘Umpolung’.
Graphical abstractWhereas alkylacetic acid-substituted 1,4-dihydropyridines gave upon electrophile-induced lactonization reactions, regio- and stereoselectively δ-lactones, the corresponding 1,2-dihydropyridines led, depending on the reaction conditions, to multisite lactonization products, γ- and δ-lactones.Figure optionsDownload full-size imageDownload as PowerPoint slide
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