The research focuses on synthesis of a nicotine analogue with anti-smoking property. The proposed synthetic scheme involves a seven-step process using the Grubb catalyst. In the first step, an imine is prepared by the condensation of an aldehyde and a primary amine.  The product will be allylated to produce an amine, then N-vinylated to provide the diene. The desired cyclic product will result from: the ring closing metathesis followed by nitrogen deprotection, reduction of the double bond and finally methylation.In the poster, our effort in synthesizing nicotine in racemic form is demonstrated. The next aim of the research is to conduct allylation on imines enantioselectively, which will be incorparorated in the achieved racemic scheme in order to synthesize the nicotine analogues enantioselctively. The success of this research will lead to the finding of an effective and safe agent that contain anti-smoking properties and significantly reduces the occurrence of relapses.

Synthesis of anti-smoking nicotine analog

245th National Meeting (2013)

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