CATALYTIC HYDROGENATION OF METHYL 3,4-DIAZATRICYCLO[5.2.1.0<sup>2,6</sup>]DEC-4-ENE-5-CARBOXYLATE

Authors

  • В. А. Горпинченко Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, Ufa 450054
  • Д. В. Петров Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, Ufa 450054
  • С. Л. Хурсан Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, Ufa 450054
  • В. А. Докичев Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, Ufa 450054
  • Ю. В. Томилов N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991

DOI:

https://doi.org/10.1007/6578

Keywords:

5-amino-exo-3-azatricyclo[5.2.1.0<sup>2, 6</sup>]decane, 6</sup>]decan-4-one, methyl 3, 4-diazatricyclo[5.2.1.0<sup>2, 6</sup>]dec-4-ene-5-carboxylate, Raney nickel, catalytic hydrogenation

Abstract

The hydrogenation at Raney nickel of the pyrazoline ring in methyl exo-3,4-diazatricyclo-[5.2.1.02,6]dec-4-ene-5-carboxylate takes place quantitatively with the preferential formation of the trans isomer of 5-amino-exo-3-azatricyclo[5.2.1.02,6]decan-4-one. The 3-methoxycarbonylmethyl-, 3-acetyl-, and 3-nitroso-substituted esters are not hydrogenated under these conditions.

How to Cite
Gorpinchenko, V. A.; Petrov, D. V.; Khursan, S. L.; Dokichev, V. A.;  Tomilov, Yu. V.  Chem. Heterocycl. Compd. 2009, 45, 1039. [Khim. Geterotsikl. Soedin. 2009, 1301.]

For this article in the English edition see DOI 10.1007/s10593-009-0389-1

 

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Published

2022-02-11

Issue

No. 9 (2009)

Section

Original Papers