A New Approach to (−)-Swainsonine by Ruthenium-Catalyzed Ring Rearrangement

A new enantioselective synthesis of the idolizidine alkaloid (−)-swainsonine 1 in 40% overall yield starting from the known oxazolidinone 6 is described. Throughout the synthesis, the high efficiency of metal-catalyzed reactions is illustrated. The key step is a new ruthenium-catalyzed metathesis re...

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Veröffentlicht in:	Journal of organic chemistry 2002-06, Vol.67 (12), p.4325-4329
Hauptverfasser:	Buschmann, Nicole, Rückert, Anke, Blechert, Siegfried
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkaloids - chemistry Catalysis Chemistry Chemistry, Organic - methods Chromatography, High Pressure Liquid Cyclization Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Molecular Structure Nuclear Magnetic Resonance, Biomolecular Organic chemistry Preparations and properties Rhizobium leguminosarum - chemistry Ruthenium - chemistry Stereoisomerism Swainsonine - analysis Swainsonine - chemical synthesis
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