Functionalisation of Artemisinin and Its Ring-contracted Derivatives

Author： Van Neck Tine   Van Mierloo Sarah   Dehaen Wim  

Publisher： MDPI

E-ISSN： 1420-3049|12|3|395-405

ISSN： 1420-3049

Source： Molecules, Vol.12, Iss.3, 2007-03, pp. : 395-405

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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.

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