✍ Scribed by Tse-Lok Ho; Eugene V. Kuzakov
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A synthesis of nicotyrine (9), and hence formally racemic nicotine, was carried out by elaboration of the 1 : 1 adduct 2 of cycloocta‐1,5‐diene and chlorosulfonyl isocyanate (ClSO~2~NCO). Transformation of adduct 2 into carbamate 4 was followed by ozonolysis, tosylation, and NaH treatment, which led to pyrrolidinylpiperidinone 6. LiAlH~4~ Reduction, debenzylation, and aromatization yielded 2.
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## Abstract magnified image A straightforward and practical approach was established for the synthesis of nicotine and anabasine analogues by the cyclization of mesylated 1‐(3‐pyridinyl)‐1,4, and 1,5‐diol derivatives to form the pyrrolidino or piperidino fragments. Nicotine analogue (__S__)‐**15**
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