Chemical transformations of eremanthine. Synthesis of micheliolide and 1(R),10(R)-dihydromicheliolide

Journal of the Brazilian Chemical Society

Volumn 16, Issue 4, 2005, Pages 749-755

  Alves, José C F ^a   Fantini, Edna C ^a  

^a FEDERAL RURAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Anticancer sesquiterpene lactones; Eremanthine; Micheliolide

Indexed keywords

EID: 24044497990     PISSN: 01035053     EISSN: None     Source Type: Journal    
DOI: 10.1590/S0103-50532005000500012     Document Type: Article

References (44)

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38. Compound 4 was prepared using the same procedure described for the ring opening of epoxide 9,10-α-4,15-α-diepoxyeremanthine by : Fantini, E. C.; Ferreira, J. L. P.; Rabi, J. A.; J. Chem. Res. (S) 1986, 298.
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41. The stereochemistry of methyl group at C-10 was established by NOE experiment. Irradiation of C-14 methyl group at δ 0.95 showed an enhancement of H-7 signal at δ 2.35 (3%) and an enhancement of H-5 signal at δ 1.94 (8%), indicating that methyl is in α-position.
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