- A new approach to nicotine: Symmetry consideration for synthesis design
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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 (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.
- Ho, Tse-Lok,Kuzakov, Eugene V.
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p. 2712 - 2716
(2007/10/03)
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