Abstract
The naturally-occurring alkaloid ibogaine, found in the West African shrub Tabernanthe iboga, possesses the ability to diminish self-administration of substances of abuse, such as cocaine, heroin and alcohol. This was the lead structure for the design of a 16-member library of N-substituted isoquinuclidines. A solution-phase method for their synthesis is described.
Keywords: Ibogaine, isoquinuclidines, 2-azabicyclo[2.2.2]octanes, parallel synthesis, drug dependence