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Molecules 2007, 12(3), 395-405; doi:10.3390/12030395
Article

Functionalisation of Artemisinin and Its Ring-contracted Derivatives

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Received: 1 March 2007; in revised form: 8 March 2007 / Accepted: 8 March 2007 / Published: 9 March 2007
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Abstract: Isoxazoline analogues of artemisinin were obtained in low yield and low diastereoselectivity from the 1,3-dipolar cycloaddition of nitrile oxides. Alternatively, starting from the aldehyde 7, a number of transformations - Wittig reaction and reduction, Henry reaction and cyanohydrin formation - were achieved in significantly higher yields. In the cases where a new stereocenter was introduced this occured diastereoselectively.
Keywords: Artemisinin; ring contraction; aldehyde; 1; 3-dipolar cycloaddition; nitrile oxide Artemisinin; ring contraction; aldehyde; 1; 3-dipolar cycloaddition; nitrile oxide
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Van Neck, T.; Van Mierloo, S.; Dehaen, W. Functionalisation of Artemisinin and Its Ring-contracted Derivatives. Molecules 2007, 12, 395-405.

AMA Style

Van Neck T, Van Mierloo S, Dehaen W. Functionalisation of Artemisinin and Its Ring-contracted Derivatives. Molecules. 2007; 12(3):395-405.

Chicago/Turabian Style

Van Neck, Tine; Van Mierloo, Sarah; Dehaen, Wim. 2007. "Functionalisation of Artemisinin and Its Ring-contracted Derivatives." Molecules 12, no. 3: 395-405.



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