title: Regioselective C-2 and C-6 substitution of (S)-nicotine and nicotine derivatives.
abstract: [reaction: see text] Regioselective deprotonations of (S)-nicotine and derivatives at the C-2 and C-6 positions of the pyridine ring were performed in good to excellent yields. These methodologies allow the direct introduction of a plethora of functional groups onto the pyridine ring of nicotine.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
authors.forename: Florence C
authors.initials: FC
authors.lastname: Février
authors.forename: Emilie D
authors.initials: ED
authors.lastname: Smith
authors.forename: Daniel L
authors.initials: DL
authors.lastname: Comins
mesh_terms: D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D009538:Nicotine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011725:Pyridines; D009538:Nicotine