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Synthesis, Resolution, and Absolute Configuration of Optically Pure 5,5''-Dihydroxy-4',4''',7,7''-tetramethoxy-8,8''-biflavone and Its Derivatives

✍ Scribed by Zhang, Fang-Jie; Lin, Guo-Qiang; Huang, Qi-Chen

Book ID
127264001
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
491 KB
Volume
60
Category
Article
ISSN
0022-3263

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The first enantioselective synthesis of
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✍ Guo-Qiang Lin; Min Zhong πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 220 KB

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 cyanocupratΒ’ intermediate and FriedeI-Cmfls rearrangement. Their absolute configuration was

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## Abstract ( Β± )‐5,5″‐Dihydroxy‐7,7″‐dimethoxy‐8,8″‐biflavone (( Β± )‐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