Stereoselective Michael addition of 6-amino-1,3-dimethyl-2,4-pyrimidinedione to the exocyclic methylene of three sesquiterpene lactones. 1H and 13C NMR evidence of a new C-C bond and lactam formation

The Stereoselective addition of the pyrimidine derivative 1 to the exocyclic methylene of the α,β unsaturated dehydrocostus lactone 2, Ivalin acetate 3 and Zaluzanin A diacetate 4, was achieved resulting in a new C‐C bond formation. In the cases of compounds 3 and 4, after the addition, the lactone...

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Published in:Journal of heterocyclic chemistry 1997-05, Vol.34 (3), p.1037-1041
Main Authors: Dfaz, Eduardo, Barrios, Hector, Nava, Jose Luis, Enriquez, Raul G., Guzmán, Angel, Leticia, León G., Fuentes, Jose Fernando, Aidee, Fuentes B., Quintero, Angelina, Solano, Jose Dolores
Format: Article
Language:English
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Summary:The Stereoselective addition of the pyrimidine derivative 1 to the exocyclic methylene of the α,β unsaturated dehydrocostus lactone 2, Ivalin acetate 3 and Zaluzanin A diacetate 4, was achieved resulting in a new C‐C bond formation. In the cases of compounds 3 and 4, after the addition, the lactone was cleaved followed by reclosure into a lactam ring system.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570340351