Synthesis of Vinca Alkaloids and Related Compounds. 100. Stereoselective Oxidation Reactions of Compounds with the Aspidospermane and Quebrachamine Ring System. First Synthesis of Some Alkaloids Containing the Epoxy Ring1a
The Journal of Organic Chemistry2002Vol. 67(21), pp. 7255–7260
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János Éles, György Kalaus, István Greiner, M. KAJTAR‐PEREDY, Pál Szabó, György M. Keserű, Lajos Szabó, Csaba Szántay
Abstract
The first syntheses of the alkaloids (-)-mehranine (3), (+)-voaphylline/conoflorine (4), (+)-N(a)-methylvoaphylline/hecubine (5), and (-)-lochnericine (2) were achieved by stereoselective epoxidation starting from (-)-tabersonine (1), through intermediates with the aspidospermane and quebrachamine skeleton.
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