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Intramolecular cation–π interactions control the conformation of nonrestricted (phenylalkyl)pyridines

✍ Scribed by Richter, Isabella; Minari, Jusaku; Axe, Philip; Lowe, John P.; James, Tony D.; Sakurai, Kazuo; Bull, Steven D.; Fossey, John S.


Book ID
120056480
Publisher
Royal Society of Chemistry
Year
2008
Tongue
English
Weight
567 KB
Volume
9
Category
Article
ISSN
1359-7345

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Selective shielding of one side of the pyridinium face by way of intramolecular cation-p complex formation enabled nucleophiles to attack the pyridinium ring from the non-shielded side. As a result, 1,2-and 1,4-dihydropyridines were formed in good stereoselectivities. 1 H NMR analysis and ab initio