title: Functionalisation of artemisinin and its ring-contracted derivatives.
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 occurred diastereoselectively.
authors.affiliation: Department of Chemistry, University of Leuven, Celestijnenlaan 200F B-3001 Leuven, Belgium.
authors.forename: Tine
authors.initials: T
authors.lastname: Van Neck
authors.forename: Sarah
authors.initials: S
authors.lastname: Van Mierloo
authors.forename: Wim
authors.initials: W
authors.lastname: Dehaen
mesh_terms: D037621:Artemisinins / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D037621:Artemisinins; D006571:Heterocyclic Compounds; C031327:artemisinin