The synthesis of roeharmine and (−)-1,2,3,4-tetrahydroroeharmine
The total synthesis of roeharmine 1 as well as an enantiospecific synthesis of (-)-1,2,3,4-tetrahydroroeharmine 2 has been achieved the Pictet-Spengler reaction. The optical rotation of synthetic (-)-2 was found to be higher than that reported for the natural product. A possible mechanism for the racemization of 2 upon exposure to acid has been proposed.
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