Publications [#231841] of Steven W. Baldwin

Journal Articles

1. Baldwin, SW; Debenham, J, Stereospecific Total Syntheses of Optically Pure (-)-Haemanthidine, (+)-Pretazettine, and (+)-Tazettine, Org. Lett., vol. 2 no. 2 (2000), pp. 99, ISSN 1523-7060 [10814256]
   (last updated on 2026/01/21)

   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.