Corynantheine group, synthesis

In conclusion of this part of synthesis, usefulness of enamide prepared from harmalane with 3-furoyl chloride was firmly demonstated by its application to the synthesis of relatively untouched alkaloids of corynantheine group of alkaloids. Actually, we have succeeded in the synthesis of geissoschizine and hirsu-teine, thereby extended to the formal synthesis of corynantheine and hirsutine. Further, unexploited alkaloids rhazimanine and isositsirikine were also synthesized, thereby shed light on the chemistry of these groups of alkaloids. Full clarification of the problems on their structures will be achieved. 

Autrey and Scullard used this fragmentation in a synthesis of corynantheine (11) from yohimban-l7-one (7). The synthesis also involved a novel desulfurization of the enol thioether (9) without reduction of the vinyl group. This step... 

In the first slide I summarized what I am going to talk today, the list of target indole alkaloids. My talk consists of two parts, the first part is on the synthesis of yohimbine and its group and the second part on the synthesis of corynantheine and heteroyohimbine types of alkaloids. 

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