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Diastereoselective synthesis of spiro derivatives of 3-substituted 2,3,4,4a,5,6-hexahydro-1<Emphasis Type="Italic">H</Emphasis>-benzo[<Emphasis Type="Italic">c</Emphasis>]quinolizines
Authors:T V Glukhareva  E V Deeva  A Yu Platonova  I V Geide  M I Kodess  Yu Yu Morzherin
Institution:(1) Ural State Technical University, Yekaterinburg, 620002, Russia;(2) Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, Yekaterinburg, Russia
Abstract:The cyclization via the mechanism of “tert-amino effect” of 2-(4-R-piperidino)benzaldehydes with cyclic active methylene components (Meldrum’s acid, 1,3-cyclohexanedione, and N,N-disubstituted barbituric acids) proceeded stereoselectively giving spiro-joined 2,3,4,4a,5,6-hexahydro-1H-benzoc]quinolizines with axially oriented hydrogen atoms in the positions 3 and 4a of the benzoc]quinolizine ring.
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