Chemistry Letters

TOTAL SYNTHESIS OF SCELETIUM (AIZOACEAE) ALKALOIDS. THE CINNAMONITRILE ROUTE. THE TOTAL SYNTHESIS OF RACEMIC O-METHYL …

IH Sanchez, FR Tallabs

Index: Sanchez, Ignacio H.; Tallabs, F. Ramon Chemistry Letters, 1981 , p. 891 - 894

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Citation Number: 8

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).