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A New Approach to Nicotine: Symmetry Consideration for Synthesis Design.

✍ Scribed by Tse-Lok Ho; Eugene V. Kuzakov


Publisher
John Wiley and Sons
Year
2005
Weight
8 KB
Volume
36
Category
Article
ISSN
0931-7597

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A New Approach to Nicotine: Symmetry Con
✍ Tse-Lok Ho; Eugeneβ€…V. Kuzakov πŸ“‚ Article πŸ“… 2004 πŸ› John Wiley and Sons 🌐 German βš– 93 KB

## Abstract 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~ο£ΏNCO). Transformation of adduct **2** into carbamate **4** was followed by ozonolysis, tosylation

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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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