The diels-alder reaction witH O-2,3-Dimethylene-1,4-Naphtoquinone: a useful intermediate for the synthesis of b ring of anthracyclinones
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Data
1996
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Resumo
This work describes the attempt to use the diene ortho-2,3-dimetbylene-l ,4-naphthoquinone
(3) in a Diels-Alder reaction with typical dienophiles. The intennediate 3 is useful for the
synthesis ofthe anthracyclinone skeleton by a convergent route to the B ring. The reactions failed
to gíve the desired Diels-Alder adduct in a good yield, but instead led to a spiro-dimer 9 which
was recently described as a trypanocide agent. Among the by-products generated in these reactions
it was possible to isolate and cbaracterize a new heterocyclic compound 13.
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Anthracyclinone, Dimethylenenaphthoquinone, Diels-alder reaction
Citação
FERREIRA, Vitor F. et al. The diels-alder reaction witH O-2,3-Dimethylene-1,4-Naphtoquinone: a useful intermediate for the synthesis of b ring of anthracyclinones. Journal of the Brazilian Chemical Society, Campinas, v. 7, n. 3, p. 169 - 172, 1996.