Synthesis of 3a,4,6,7,11b,12-hexahydro-3a-methyl-7-phenylbenzo[<i>a</i>]furo[2,3-<i>g</i>]quinolizines

Authors

  • Ву Динь Хоанг Belorussian State University, Minsk 220080
  • Г. B. Пшеничный Belorussian State University, Minsk 220080
  • B. А. Машенков Belorussian State University, Minsk 220080
  • Л. C. Станишевский Belorussian State University, Minsk 220080

Abstract

By alkylation of stereoisomeric 7a-methyl-2-oxo-5-phenylfuro[2,3-c]piperidines with phenacyl bromide and subsequent reduction of the keto group by sodium borohydride, amino alcohols were obtained; heating of these products in 70% sulfuric acid affords 3a,4,6,7,11b,12-hexahydro-3a-methyl-7-phenylbenzo[a]furo[2,3-g]quinolizines. It was found that the cis-quinolizidine, upon heating to 150°C in acetic acid, is isomerized to the trans-quinolizidine.

How to Cite
Vu, D. K.; Pshenichnyi, G. V.; Mashenkov, V. A.; Stanishevskii, L. S. Chem. Heterocycl. Compd. 1993, 29, 1450. [Khim. Geterotsikl. Soedin. 1993, 1679.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF00531410

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Published

1993-12-25

Issue

No. 12 (1993)

Section

Original Papers