ChemInform Abstract: Synthesis, Resolution, and Absolute Configuration of Optically Pure 5, 5′′-Dihydroxy-4′,4′′′,7,7′′-tetramethoxy-8,8′′-biflavone and Its Derivatives.
✍ Scribed by F.-J. ZHANG; G.-Q. LIN; Q.-C. HUANG
- Book ID
- 112028268
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
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The first enantioselective synthesis of the optically pure (R)-and (S) -5,5"-dihydroxy-4',4'",7,7"-tetramethoxy -8,8"-bitlavone is described. The key steps involve the intramolecular oxidative coupling of the cyanocuprat¢ intermediate and FriedeI-Cmfls rearrangement. Their absolute configuration was
## Abstract ( ± )‐5,5″‐Dihydroxy‐7,7″‐dimethoxy‐8,8″‐biflavone (( ± )‐l) was resolved into its optically pare forms __via__ the formation and recrystallization of its (2__R__)‐ and (2__S__)‐1‐(4‐toluenesulfonyl)prolylate, and the methylated derivatives of (+)‐ and (‐)‐1 were also prepared. The abso