Abstract
The reactions of 2-(3,5-dimethylpiperidino)benzaldehyde with Meldrum's acid and cyclohexane-1,3-dione occur as a tandem of the Knoevenagel condensation and cyclization promoted by the tert-amino effect. The cyclization yields only one isomer with the axial hydrogen atoms in positions 4 and 4a of the benzoquinolizine ring.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1492–1494, June, 2005.
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Deeva, E.V., Glukhareva, T.V., Zybina, N.A. et al. Stereoselective synthesis of spiro derivatives of 2,4-dimethyl-2,3,4,4a,5,6-hexahydro-6H-benzo[c]quinolizine. Russ Chem Bull 54, 1537–1538 (2005). https://doi.org/10.1007/s11172-005-0444-8
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DOI: https://doi.org/10.1007/s11172-005-0444-8