106552-51-6Relevant articles and documents
A new and efficient approach to the synthesis of nicotine and anabasine analogues
Huang, Kun,Ortiz-Marciales, Margarita,De Jesus, Melvin,Stepanenko, Viatcheslav
experimental part, p. 1252 - 1258 (2010/03/23)
(Chemical Equation Presented) 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 was prepared with good enantioselectivity using the developed azacyclization procedure of nonracemic (R)-1-pyridin-3-yl-butane-1,4-diol, which was obtained by the borane-mediated reduction of ketone 12 in the presence of the spiroborate ester derived from diphenyl prolinol and ethylene glycol.