
Chemical and Pharmaceutical Bulletin p. 1660 - 1661 (1998)
Update date:2022-08-04
Topics:
Takeya, Tetsuya
Kajiyama, Manabu
Nakamura, Chikara
Tobinaga, Seisho
The first total synthesis of plumbazeylanone (1), which is a trimer of naphthoquinone, was carried out successfully utilizing the unsymmetrical methylene-bridged dimer with the naphthoquinone unit and the naphthol unit, 11b as a key intermediate in 11 steps. This synthesis features a regioselective nucleophilic 1,2-addition reaction and dienone-phenol-type rearrangement.
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Doi:10.1021/jacs.1c04112
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(1998)