812648-73-0Relevant academic research and scientific papers
A new approach to nicotine: Symmetry consideration for synthesis design
Ho, Tse-Lok,Kuzakov, Eugene V.
, p. 2712 - 2716 (2004)
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 (CISO2-NCO). Transformation of adduct 2 into carbamate 4 was followed by ozonolysis, tosylation, and NaH treatment, which led to pyrrolidinylpiperidinone 6. LiAIH4 Reduction, debenzylation, and aromatization yielded 2.
