Synthesis of pyrrolizidine alkaloids via 1,3-dipolar cycloaddition involving cyclic nitrones and unsaturated lactones.

Abstract

The 1,3-dipolar cycloaddition of cyclic nitrone derived from tartaric acid and (S)-5-hydroxymethyl-2(5H)-furanone leads to a single adduct which was transformed into 2,6-dihydroxyhastanecine via reaction sequence involving reduction of the lactone moiety, glycolic cleavage of the terminal diol, and the N-O hydrogenolysis followed by the intramolecular… (More)
DOI: 10.1016/j.carres.2008.04.029

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Cite this paper

@article{Stecko2008SynthesisOP, title={Synthesis of pyrrolizidine alkaloids via 1,3-dipolar cycloaddition involving cyclic nitrones and unsaturated lactones.}, author={Sebastian Stecko and Margarita Jurczak and Zofia Urbańczyk-Lipkowska and Jolanta Solecka and Marek Chmielewski}, journal={Carbohydrate research}, year={2008}, volume={343 13}, pages={2215-20} }