Efficient synthesis of the anticancer β-elemene and other bioactive elemanes from sustainable germacrone

Highly efficient preparations of anticancer β-elemene and other bioactive elemanes were carried out using the natural product germacrone as a renewable starting material. The syntheses were achieved in only 3-5 steps with excellent overall yields (43-54%). An enantioselective approach to these molec...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2011-02, Vol.9 (4), p.1118-1125
Main Authors: Barrero, Alejandro F, Herrador, M Mar, Quílez del Moral, José F, Arteaga, Pilar, Meine, Niklas, Pérez-Morales, M Carmen, Catalán, Julieta V
Format: Article
Language:English
Subjects:
Antineoplastic Agents - chemical synthesis
Catalysis
Molecular Structure
Palladium - chemistry
Sesquiterpenes - chemical synthesis
Sesquiterpenes, Germacrane - chemistry
Stereoisomerism
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Summary:Highly efficient preparations of anticancer β-elemene and other bioactive elemanes were carried out using the natural product germacrone as a renewable starting material. The syntheses were achieved in only 3-5 steps with excellent overall yields (43-54%). An enantioselective approach to these molecules is also described.
ISSN:1477-0520
1477-0539
DOI:10.1039/c0ob00467g