Publications [#304355] of Steven W. Baldwin

Journal Articles

  1. Baldwin, SW; Debenham, JS, "Total syntheses of (-)-haemanthidine, (+)-pretazettine, and (+)-tazettine.", Organic lettersJanuary,, 2000, 2(2), 99-102 [10814256], [doi].
    (last updated on 2024/04/23)

    Abstract:
    [structures: see text] The total syntheses of the amaryllidaceae alkaloids haemanthidine, pretazettine, and tazettine as optically pure enantiomers are reported. Using D-mannose as the starting material, the critical relative stereochemical relationships are established with an intramolecular nitrone-alkene cycloaddition reaction. The synthetic route leads successively to (-)-haemanthidine and then to (+)-pretazettine and (+)-tazettine, taking advantage of the well-established complex relationships among these three alkaloids.