Total synthesis of (±)-plumbazeylanone

DOI: 10.1248/cpb.46.1660

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1660 - 1661 (1998)

Update date:2022-08-04

Topics:

Authors:

Takeya, Tetsuya

Kajiyama, Manabu

Nakamura, Chikara

Tobinaga, Seisho

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Article abstract of DOI:10.1248/cpb.46.1660

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.

Full text of DOI:10.1248/cpb.46.1660

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Product name:5-tert-butyldiphenylsilyloxy-2-methyl-1-<(1,4,8-trimethoxy-3-methyl-2-naphthyl)methyl>1,4-naphthoquinone

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