Synthesis of the 8-Hydroxy Acid of Jasplakinolide
✍ Scribed by Saengchai Wattanasereekul; Martin E. Maier
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 199 KB
- Volume
- 346
- Category
- Article
- ISSN
- 1615-4150
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## Abstract The structure of 1‐hydroxy‐8‐methoxyanthraquinone‐3‐carboxylic acid, previously obtained by the action of dimethyl sulphate on the sodium salt of synthesized rhein monoglucoside, has now been confirmed by synthesis.
The first synthesis of 8-hydroxyellipticine is described and its identity with an ellipticine metabolite from Aspergillus alliaceus confirmed.
The chiral aldehyde 7 was prepared by diastereoselective alkylation, subsequent 1,2addition of isopropenylmagnesium bromide gave rise to a mixture (68:32) of the allylic alcohols 8 and 10 which was separated by recycling MPLC. Claisen rearrangement of the propionates of