Diastered and Regiochemical Control in the Functionalization of the Allylic [dbnd] of a Natural 5-(1-Alkenyl)-2-Enono-1,5-Lactone |
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| Authors: | Sandra R Signorella Raquel M Cravero Luis E Sala Edmundo A Rúveda |
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| Institution: | Institute de Química Orgánica de Síntesis (CONICET-UNR), Facultad de Ciencias Bioquímicas y Farmacéuticas , Casilla de Corrso 991, 2000, Rosario, Argentina |
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| Abstract: | The diastereo and regioselectivity of the bromohydrination of argentilactona (5R)-(-)-δ-lactone of 5-hydroxydodeca-Z, Z-2,6-dienoic acid] and the regioselectivity of the aqueous acidic opening of its 65,75 and 6R,7R-epoxides were studied. Although the reactions occurred with low diasterofacial control, the regioselectivity observed in all cases was high, suggesting that the sequences could be of some synthetic value. |
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