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

Dfaz Eduardo | Zendy; Barrios Hector | Zendy; Nava Jose Luis | Zendy; Enriquez Raul G. | Zendy; Guzmán Angel | Zendy; Leticia León G. | Zendy; Fuentes Jose Fernando | Zendy; Aidee Fuentes B. | Zendy; Quintero Angelina | Zendy; Solano Jose Dolores | Zendy

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

Author(s) -

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

Publication year - 1997

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570340351

Subject(s) - chemistry , stereoselectivity , methylene , lactone , ring (chemistry) , stereochemistry , sesquiterpene , lactam , pyrimidine , derivative (finance) , michael reaction , double bond , sesquiterpene lactone , medicinal chemistry , organic chemistry , catalysis , financial economics , economics

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.

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