A regiospecific total synthesis of juncusol (1) based on the use of two consecutive phenol annulations is detailed. A recent search for the antileukemic constituents in the extracts of needle rush, Juncus ~ roemerianus, resulted in the isolation and identification of juncusol (l\_), a highly substit
Regiospecific total synthesis of juncusol
โ Scribed by Boger, Dale L.; Mullican, Michael D.
- Book ID
- 126923678
- Publisher
- American Chemical Society
- Year
- 1984
- Tongue
- English
- Weight
- 824 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
A recent communication by Miles et al. has described the structure of juncusol (11, a constituent of the extracts of the needlerush (Juncus roemerianus).' In view of the confirmed cytotoxic activity (ED50 = 0.3 ug/ml) of juncusol against the NC1 90 KEI human epidermoid carci-
Juncusol (7) has been prepared by a novel electrocyclization process beginning with the known &tetralone derivative 9.
The pioneering work of Wong et al in 1971-73' was the first of a growing series of investigations toward the efficient laboratory synthesis of clinically useful anthracycline antibiotics. Although several total syntheses of (\*)-daunomycinone (IIIa) and adriamycinone (IIIb) have been reported,' only