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Synthesis of rigid, heterocyclic dipeptide analogs

โœ Scribed by Kempf, Dale J.; Condon, Stephen L.


Book ID
120645740
Publisher
American Chemical Society
Year
1990
Tongue
English
Weight
742 KB
Volume
55
Category
Article
ISSN
0022-3263

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Synthesis of Semi-Rigid Analogs of Anaba
โœ Steven W. Szczepanski; Katherine G. Anouna ๐Ÿ“‚ Article ๐Ÿ“… 1996 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 240 KB

The synthesis of 3-(3-pyridyl)-2-azabicyclo[2.2.2]octane 1, a semi-rigid analog of anabasine, is reported. This compound is prepared via Lewis acid promoted imino Diels-Alder reaction of 3-pyridine bismethylcarbamate 7 with 1,3-cyclohexadiene to form the rigid azabicyclic backbone. A 6-chloropyridyl