Total Synthesis of (-)-Episilvestrol and (-)-Silvestrol

Total Synthesis of (-)-Episilvestrol and (-)-Silvestrol

Sugar and spice…︁ The total synthesis of the rare but potent anticancer natural product (−)‐episilvestrol and its 5′′′ epimer (−)‐silvestrol was accomplished from D‐glucose, naringenin, and methyl cinnamate (see scheme). The key steps of the sequence were inspired by the possible biogenesis of these...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (41), p.7835-7838
Hauptverfasser: El Sous, Mariana, Khoo, Mui Ling, Holloway, Georgina, Owen, David, Scammells, Peter J, Rizzacasa, Mark A
Format: Artikel
Sprache:eng
Schlagworte:
antitumor agents
Benzofurans - chemical synthesis
Benzofurans - chemistry
cycloaddition
Macrocyclic Compounds - chemical synthesis
Macrocyclic Compounds - chemistry
Models, Chemical
Molecular Structure
natural products
total synthesis
Triterpenes - chemical synthesis
Triterpenes - chemistry
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Beschreibung
Zusammenfassung:Sugar and spice…︁ The total synthesis of the rare but potent anticancer natural product (−)‐episilvestrol and its 5′′′ epimer (−)‐silvestrol was accomplished from D‐glucose, naringenin, and methyl cinnamate (see scheme). The key steps of the sequence were inspired by the possible biogenesis of these compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702700