The first total synthesis of (-)-methyl barbascoate.
[reaction: see text] The neo-trans-clerodane natural product, (-)-methyl barbascoate 1, has been synthesized for the first time starting from the known ketone 6 derived from (R)-(-)-Wieland-Miescher ketone analogue 5.
Hagiwara
Hisahiro
H
Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Niigata 950-2181, Japan. hagiwara@gs.niigata-u.ac.jp
Hamano
Kenta
K
Nozawa
Masato
M
Hoshi
Takashi
T
Suzuki
Toshio
T
Kido
Fusao
F
D005663:Furans / Q000138:chemical synthesis*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism
D005663:Furans; D006575:Heterocyclic Compounds, 3-Ring; D007659:Ketones; C500921:methyl barbascoate