title: Synthesis of novel polyhydroxylated pyrrolidine-triazole/-isoxazole hybrid molecules.
abstract: A straightforward synthesis of novel, 2-heterocyclyl polyhydroxylated pyrrolidines is described. Stereocontrolled additions of nucleophiles to cyclic nitrones generated the corresponding 2,3-trans adducts, allowing the synthesis of the corresponding pyrrolidines via key intermediates bearing an alkyne and a nitrile oxide. Three hybrid systems, including a pyrrolidine with two isoxazoles and one triazole, are efficiently prepared via 1,3-dipolar cycloaddition. Biological testing of the product alkaloids showed that subtle structural variations have drastic effects on their inhibitory activities against glucosidases.
authors.affiliation: Genomics Research Center, Academia Sinica, 128, Section 2, Academia Road, Taipei, 11529, Taiwan. wcheng@gate.sinica.edu.tw.
authors.forename: Cheng-Kun
authors.initials: CK
authors.lastname: Lin
authors.forename: Li-Wei
authors.initials: LW
authors.lastname: Cheng
authors.forename: Huang-Yi
authors.initials: HY
authors.lastname: Li
authors.forename: Wen-Yi
authors.initials: WY
authors.lastname: Yun
authors.forename: Wei-Chieh
authors.initials: WC
authors.lastname: Cheng