General Approach to the Total Synthesis of Macroline-Related Sarpagine and Ajmaline Alkaloids1

Abstract

Described in this review is a general and efficient strategy for the synthesis of macroline-related sarpagine and ajmaline alkaloids. The tetracyclic ketone in the parent system, as well as the alkoxy substituted series served as templates for the synthesis of these complex molecules. The palladium-mediated enolate cross coupling process, regiospecific hydroboration, and Tollens reaction are some of the key transformations that have been employed for further functionalization of these templates. Synthetic routes that have been improved, in order to obtain gram quantities of these alkaloids form a part of this review.