Regioselective reaction of ortho-piperidinobenzaldehydes with pyrazolone / Platonova A.Yu., Deeva E.V., Zimovets O.A., Shatunova D.V., El'Tsov O.S., Slepukhin P.A., Glukhareva T.V., Morzherin Yu.Yu. // Russian Chemical Bulletin. - 2011. - V. 60, l. 5. - P. 961-964.

ISSN:
10665285
Type:
Article
Abstract:
Cyclization of 2-(4-R-piperidino)benzaldehydes with 5-methyl-2-phenyl-2,4- dihydro-3H-pyrazol-3-one proceeding via tert-amino effect mechanism is stereoselective. Relative configuration of (3R*,4aS*,5R*)-2,3, 4,4a,5,6-hexahydro-1H-benzo[c]quinolizine was established on the base of NMR spectroscopy data and X-ray analysis. © 2011 Springer-Verlag.
Author keywords:
benzo[c]quinolizine; diastereomers; Knoevenagel reaction/condensation; NMR spectroscopy; ortho-(4-R-piperidino)benzaldehyde; pyrazolone; tert-amino effect
Index keywords:
нет данных
DOI:
10.1007/s11172-011-0151-6
Смотреть в Scopus:
https://www.scopus.com/inward/record.uri?eid=2-s2.0-83455229659&doi=10.1007%2fs11172-011-0151-6&partnerID=40&md5=21db4dac4808ca803fb424e73202f442
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Link https://www.scopus.com/inward/record.uri?eid=2-s2.0-83455229659&doi=10.1007%2fs11172-011-0151-6&partnerID=40&md5=21db4dac4808ca803fb424e73202f442
Affiliations Ural Federal University, 19 ul. Mira, Ekaterinburg 620002, Russian Federation; I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 22/20 ul. S. Kovalevskoy, Ekaterinburg 620219, Russian Federation
Author Keywords benzo[c]quinolizine; diastereomers; Knoevenagel reaction/condensation; NMR spectroscopy; ortho-(4-R-piperidino)benzaldehyde; pyrazolone; tert-amino effect
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Correspondence Address Morzherin, Yu.Yu.; Ural Federal University, 19 ul. Mira, Ekaterinburg 620002, Russian Federation; email: morzherin@mail.ustu.ru
Language of Original Document English
Abbreviated Source Title Russ. Chem. Bull.
Source Scopus