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Total Synthesis of (−)‐Episilvestrol and (−)‐Silvestrol
Author(s) -
El Sous Mariana,
Khoo Mui Ling,
Holloway Georgina,
Owen David,
Scammells Peter J.,
Rizzacasa Mark A.
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200702700
Subject(s) - natural product , epimer , naringenin , chemistry , computer science , sugar , natural compound , stereochemistry , food science , biochemistry , biochemical engineering , flavonoid , engineering , antioxidant
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.