In connection with the synthesis of Β’ytotoxic annonaceous acetogenin analogs, e]~ntiomerically pure threo (and erythro)-trans THF synthons have been p~epered from D-glucose. These synthons are characterized by the presence of two methoxy (or hydroxy) groups in the THF ring. each in a c/s configurati
Approach to the synthesis of annonaceous acetogenins from D-glucose
β Scribed by Philippe Bertrand; Jean-Pierre Gesson
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 235 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
Iodoeyclisation of 6-O-pivaloyl-D-galaetal followed by radical reduction at C-2 and SN 2 conversion to a 3-endo iodide gave in good yield a [2.2.1] bicyclic acetal which can be regioselectively opened by C-nucleophiles (aUyl silane or silyloxyfuran) in the presence of a Lewis acid to give 2,5-trans-
Three new Annonaceous acetogenins, (2,4-cis and trans)-9-hydroxy asimicinone (1), (2,4-cis and trans)squamoxinone B (2) and (2,4-cis and trans) squamoxinone C (3), were isolated from the bark of Annona squamosa with the help of countercurrent chromatography. Additionally found was isoannoreticuin (4