TOTAL SYNTHESIS OF SCELETIUM (AIZOACEAE) ALKALOIDS. THE CINNAMONITRILE ROUTE. THE TOTAL SYNTHESIS OF RACEMIC O-METHYL JOUBERTIAMINE AND MESEMBRINE
- 5 July 1981
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (7) , 891-894
- https://doi.org/10.1246/cl.1981.891
Abstract
A new method of synthesis of Sceletium (Aizoaceae) alkaloids based on the introduction of a “formyl anion” equivalent at the β-position of a cinnamonitrile, followed by Robinson annulation and final modification of the resulting cyanomethyl side chain is described. The method has been successfully applied to the total synthesis of racemic O-methyljoubertiamine (1) and mesembrine (2).Keywords
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